Jinxing Ye

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Name: 叶金星; Ye, JinXing
Organization: East China University of Science and Technology , China
Department: School of Pharmacy
Title: Professor(PhD)
Co-reporter:Shupeng Dong;Guibing Wu;Xiaoqian Yuan;Chuncheng Zou
Organic Chemistry Frontiers 2017 vol. 4(Issue 11) pp:2230-2234
Publication Date(Web):2017/10/24
DOI:10.1039/C7QO00453B
A convenient method mediated by photoredox catalysis for the direct construction of 1,4-dicarbonyl compounds has been developed. Simple aromatic symmetric carboxylic anhydrides or mixed anhydrides (generated in situ) have been utilized as an acyl radical source in addition to different types of Michael acceptors. A wide range of substrates are amenable to this new type of acyl Michael addition under mild conditions with broad functional group tolerance. As an application, a novel four-step synthesis of medicinal agent haloperidol is also presented.
Co-reporter:Xiaoqian Yuan, Xinxin Wu, Shupeng Dong, Guibing Wu and Jinxing Ye  
Organic & Biomolecular Chemistry 2016 vol. 14(Issue 31) pp:7447-7450
Publication Date(Web):11 Jul 2016
DOI:10.1039/C6OB01239F
We report herein a highly efficient intramolecular coupling reaction of tertiary amines and ketones (α,β-unsaturated ketones) by using a Brønsted acid as a cocatalyst, affording 2-arylindols in good to excellent yields (up to 92%) under visible light irradiation at room temperature.
Co-reporter:Haoxiang Hu, Chunna Meng, Yun Dong, Xin Li, and Jinxing Ye
ACS Catalysis 2015 Volume 5(Issue 6) pp:3700
Publication Date(Web):May 13, 2015
DOI:10.1021/acscatal.5b00680
Asymmetric formal aza-Diels–Alder reactions with α,β-unsaturated ketones and 3H-indoles with disubstituted groups on the C3 position catalyzed by primary amine-thiourea bifunctional catalyst have been developed. The reactions produced chiral hexahydropyrido-[1,2-a]-indole-2-ones in high yields with excellent diastereo- and enantioselectivities.Keywords: amine; asymmetric catalysis; aza-Diels−Alder; bifunctional catalyst; cycloaddition; piperidinone
Co-reporter:Yuan Wei, Shigang Wen, Zunwu Liu, Xinxin Wu, Bubing Zeng, and Jinxing Ye
Organic Letters 2015 Volume 17(Issue 11) pp:2732-2735
Publication Date(Web):May 14, 2015
DOI:10.1021/acs.orglett.5b01149
A diastereodivergent catalytic asymmetric Michael addition of 2-oxindoles to α,β-unsaturated ketones has been successfully developed with two complementary chiral diamine catalysts, affording chiral 3,3-disubstituted oxindoles with two adjacent chiral centers. Diastereodivergence has been realized through modifying substrates and utilizing different catalysts. Either anti-or syn-configured products possessing vicinal quaternary and tertiary stereogenic centers were produced with high enantioselectivities.
Co-reporter:Jie Fei, Qingqing Qian, Xiaohua Sun, Xiaodong Gu, Chuncheng Zou, and Jinxing Ye
Organic Letters 2015 Volume 17(Issue 21) pp:5296-5299
Publication Date(Web):October 15, 2015
DOI:10.1021/acs.orglett.5b02667
A highly enantioselective synthesis of spirocycles and bridged rings has been developed through a formal [4 + 2] cycloaddition reaction between enones and N-sulfonylimines. The unprecedented strategy has been realized utilizing N-sulfonylimine as a novel dienophile through enamine–iminium tautomerism of N-sulfonylimine. In addition, a γ,ε-regioselective cycloaddition reaction proceeded by employing methylene chromene species as dienophiles.
Co-reporter:Na Zhu, Fei Wang, Pinhong Chen, Jinxing Ye, and Guosheng Liu
Organic Letters 2015 Volume 17(Issue 14) pp:3580-3583
Publication Date(Web):July 9, 2015
DOI:10.1021/acs.orglett.5b01677
A mild and efficient method for copper-catalyzed trifluoromethylazidation and trifluoromethylthiocyanation of allenes was explored. A series of CF3-containing allyl azides and thiocyanates were obtained with high yields and good stereoselectivities, which can be used for further transformation to some valuable compounds.
Co-reporter:Xiaodong Gu, Yuanyuan Dai, Tingting Guo, Allegra Franchino, Darren J. Dixon, and Jinxing Ye
Organic Letters 2015 Volume 17(Issue 6) pp:1505-1508
Publication Date(Web):March 11, 2015
DOI:10.1021/acs.orglett.5b00387
A tert-leucine-derived chiral diamine catalyzes the asymmetric Michael addition of nitromethane to five-, six-, and seven-membered β-substituted cyclic enones with excellent enantioselectivity, offering scalable, asymmetric access to all-carbon quaternary stereocenters. The reaction scope can be expanded to include linear acyclic enones, and excellent levels of enantioselectivity are also observed. Furthermore, this organocatalytic, asymmetric nitro-Michael reaction is amenable to multigram scale-up and applications in the construction of an eudesmane sesquiterpenoid skeleton.
Co-reporter:Xinxin Wu, Chunna Meng, Xiaoqian Yuan, Xiaotong Jia, Xuhong Qian and Jinxing Ye  
Chemical Communications 2015 vol. 51(Issue 59) pp:11864-11867
Publication Date(Web):18 Jun 2015
DOI:10.1039/C5CC04527D
We report herein an efficient, general and green method for decarboxylative fluorination of aliphatic carboxylic acids. By using a transition-metal-free, organocatalytic photoredox system, the reaction of various aliphatic carboxylic acids with the Selectfluor reagent afforded the corresponding alkyl fluorides in satisfactory yields under visible light irradiation at room temperature.
Co-reporter:Yuan Wei;Zunwu Liu;Xinxin Wu;Jie Fei;Xiaodong Gu;Xiaoqian Yuan ;Dr. Jinxing Ye
Chemistry - A European Journal 2015 Volume 21( Issue 52) pp:18921-18924
Publication Date(Web):
DOI:10.1002/chem.201503530

Abstract

An unprecedented remote construction of chiral vicinal tertiary and quaternary centers by a catalytic asymmetric 1,6-conjugate addition of prochiral carbon nucleophiles to cyclic dienones has been developed. Both 5H-oxazol-4-ones and 2-oxindoles were found to be very efficient carbon nucleophiles in this reaction at a remote position, giving products with excellent enantio- and diastereoselectivities (up to 99 % ee and >19:1 d.r. for 5H-oxazol-4-ones and up to 97 % ee and >19:1 d.r. for 2-oxindoles).

Co-reporter:Kaihe Zou, Jinxing Ye, Xin-Yan Wu
Tetrahedron 2015 Volume 71(Issue 41) pp:7869-7873
Publication Date(Web):14 October 2015
DOI:10.1016/j.tet.2015.08.030
An effective Friedel–Crafts reaction between N-Boc aminals and N-Boc indoles catalyzed by copper(II) trifluoromethanesulfonate has been developed. The less accessible N-Boc imines could be generated in situ from N-Boc aminals. The reaction was achieved in moderate to good yields under mild conditions.
Co-reporter:Jiabin Xu, Xin Mu, Pinhong Chen, Jinxing Ye, and Guosheng Liu
Organic Letters 2014 Volume 16(Issue 15) pp:3942-3945
Publication Date(Web):July 18, 2014
DOI:10.1021/ol501742a
The expansion of cross-coupling components in Cu-catalyzed C–X bond forming reactions have received much attention recently. A novel Cu-catalyzed trifluoromethylthiolation of aryl bromides and iodides with the assistance of versatile directing groups such as pyridyl, methyl ester, amide, imine and oxime was reported. CuBr was used as the catalyst, and 1,10-phenanthroline as the ligand. By changing the solvent from acetonitrile to DMF, the coupling process could even take place at room temperature.
Co-reporter:Wenbin Wu, Xiaoqian Yuan, Juan Hu, Xinxin Wu, Yuan Wei, Zunwu Liu, Junzhu Lu, and Jinxing Ye
Organic Letters 2013 Volume 15(Issue 17) pp:4524-4527
Publication Date(Web):August 21, 2013
DOI:10.1021/ol4020865
The first example of a highly enantioselective and scalable formal diaza–ene reaction between N-monosubstituted hydrazones and enones catalyzed by a simple chiral primary-second diamine salt has been developed. The catalytic process provides a highly practical and stereoselective synthetic method for chiral hydropyridazines.
Co-reporter:Kailong Zhu, Huicai Huang, Wenbin Wu, Yuan Wei and Jinxing Ye  
Chemical Communications 2013 vol. 49(Issue 21) pp:2157-2159
Publication Date(Web):07 Feb 2013
DOI:10.1039/C3CC00023K
Aminocatalyzed asymmetric Diels–Alder reaction between 2,4-dienals and rhodanine/hydantoin derivatives via trienamine mechanism has been developed to synthesize various spirocyclic compounds with good yields (up to 98%) and excellent stereoselectivities (up to 99% ee and >19:1 dr).
Co-reporter:Wenbin Wu;Xin Li;Huicai Huang;Xiaoqian Yuan;Junzhu Lu;Kailong Zhu ;Dr. Jinxing Ye
Angewandte Chemie 2013 Volume 125( Issue 6) pp:1787-1791
Publication Date(Web):
DOI:10.1002/ange.201206977
Co-reporter:Huicai Huang;Wenbin Wu;Kailong Zhu;Juan Hu ;Dr. Jinxing Ye
Chemistry - A European Journal 2013 Volume 19( Issue 12) pp:3838-3841
Publication Date(Web):
DOI:10.1002/chem.201204520
Co-reporter:Wenbin Wu;Xin Li;Huicai Huang;Xiaoqian Yuan;Junzhu Lu;Kailong Zhu ;Dr. Jinxing Ye
Angewandte Chemie International Edition 2013 Volume 52( Issue 6) pp:1743-1747
Publication Date(Web):
DOI:10.1002/anie.201206977
Co-reporter:Wenbin Wu, Huicai Huang, Xiaoqian Yuan, Kailong Zhu and Jinxing Ye  
Chemical Communications 2012 vol. 48(Issue 73) pp:9180-9182
Publication Date(Web):06 Aug 2012
DOI:10.1039/C2CC34321E
A diamine-catalyzed asymmetric tandem reaction between α,β-unsaturated ketones and rhodanine derivatives has been developed to synthesize various spirocyclic compounds with high stereoselectivities (up to 99% ee and >20:1 dr). The products obtained contain two pharmaceutically relevant features: the biologically active rhodanine moiety embedded in a spirocyclic unit.
Co-reporter:Feng Yu, Haoxiang Hu, Xiaodong Gu, and Jinxing Ye
Organic Letters 2012 Volume 14(Issue 8) pp:2038-2041
Publication Date(Web):April 6, 2012
DOI:10.1021/ol300489q
A bulky group was introduced by design into a diamine catalyst, and a series of robust and tunable bulky chiral primary amine catalysts were developed and successfully applied in the direct conjugate addition of substituted rhodanines to α,β-unsaturated ketones. High yields (up to 99%) and excellent diastereoselectivities (up to 99:1 dr) and enantioselectivities (up to 98% ee) were observed.
Co-reporter:Huicai Huang, Kailong Zhu, Wenbin Wu, Zhichao Jin and Jinxing Ye  
Chemical Communications 2012 vol. 48(Issue 3) pp:461-463
Publication Date(Web):11 Nov 2011
DOI:10.1039/C1CC15928C
A new thiourea–tertiary amine bifunctional catalyst derived from L-tert-leucine was developed and provides excellent stereocontrol in a novel and direct Michael addition of 5H-oxazol-4-ones to α,β-unsaturated ketones with much broad substrate scope. The conjugate addition products with chiral vicinal quaternary and tertiary stereocenters can be easily transformed to structurally interesting compounds or building blocks.
Co-reporter:Wenjun Li, Xin Li, Wenbin Wu, Xinmiao Liang and Jinxing Ye  
Chemical Communications 2011 vol. 47(Issue 29) pp:8325-8327
Publication Date(Web):20 Jun 2011
DOI:10.1039/C1CC12300A
Highly diastereo- and enantioselective one-pot Michael–Aldol reactions of α,β-unsaturated aldehydes with imidazole derivatives have been developed. The cascade reactions products could be obtained with three stereocenters in high yields and excellent diastereo- and enantioselectivities.
Co-reporter:Zhichao Jin, Xiao Wang, Huicai Huang, Xinmiao Liang, and Jinxing Ye
Organic Letters 2011 Volume 13(Issue 4) pp:564-567
Publication Date(Web):January 14, 2011
DOI:10.1021/ol102643a
An easy one-pot, multistep cascade reaction which could afford a series of substituted benzo[d]pyrido[2,1-b]oxazolidine and [1,3]oxazine derivatives in a highly enantio- (up to 98% ee) and diastereoselective (4:1 to >20:1 dr) manner with generally good to excellent yields (up to 99%) has been developed. This well designed strategy could be applied to a wide scope of substrates under mild conditions with simple operations.
Co-reporter:Zhichao Jin;Huicai Huang;Wenjun Li;Xiaoyan Luo;Xinmiao Liang
Advanced Synthesis & Catalysis 2011 Volume 353( Issue 2-3) pp:343-348
Publication Date(Web):
DOI:10.1002/adsc.201000647

Abstract

An asymmetric organocatalytic cascade reaction which can afford a series of oxazolidine derivatives has been developed. The one-pot reaction reported here can produce an oxazolidine derivative in a highly enantioselective manner and good yield with good to excellent diastereomeric ratio.

Co-reporter:Zhichao Jin, Feng Yu, Xiao Wang, Huicai Huang, Xiaoyan Luo, Xinmiao Liang and Jinxing Ye  
Organic & Biomolecular Chemistry 2011 vol. 9(Issue 6) pp:1809-1816
Publication Date(Web):25 Jan 2011
DOI:10.1039/C0OB00669F
An easy one-pot tandem reaction catalyzed by a chiral secondary amine for the synthesis of optically active oxazine derivatives has been performed and the corresponding substituted benzo[d]pyrido[2,1-b][1,3]oxazine derivatives were afforded in generally high yields (up to 99%) and excellent enantioselectivities (up to >99%).
Co-reporter:Wenjun Li, Wenbin Wu, Feng Yu, Huicai Huang, Xinmiao Liang and Jinxing Ye  
Organic & Biomolecular Chemistry 2011 vol. 9(Issue 7) pp:2505-2511
Publication Date(Web):21 Feb 2011
DOI:10.1039/C0OB00757A
Catalytic asymmetric Michael additions with curcumin derivatives were achieved by a new series of tertiary amine–thiourea organocatalysts to afford the Michael adducts in high yields and excellent enantioselectivities.
Co-reporter:Xiaoyan Luo, Zhichao Jin, Pengfei Li, Jiabin Gao, Weimin Yue, Xinmiao Liang and Jinxing Ye  
Organic & Biomolecular Chemistry 2011 vol. 9(Issue 3) pp:793-801
Publication Date(Web):22 Nov 2010
DOI:10.1039/C0OB00221F
The conjugate addition of Ni(II) complexes of glycine Schiff base to α,β-unsaturated aldehydes catalyzed by (S)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine afforded adducts in excellent yields with up to 49:1 dr and 95% ee. This method enables the construction of two adjacent chiral centers in one step, and offers an alternative route to chiral α-amino acid derivatives.
Co-reporter:Xiaoyan Luo, Zhiqiang Zhou, Xin Li, Xinmiao Liang and Jinxing Ye  
RSC Advances 2011 vol. 1(Issue 4) pp:698-705
Publication Date(Web):25 Aug 2011
DOI:10.1039/C1RA00269D
The enantioselective organocatalytic phospha-Michael reaction of α,β-unsaturated aldehydes with diaryl phosphine oxides is explored for the first time using (S)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine as a catalyst. It afforded 1,4-addition adducts in good to excellent yields with up to 99% ee.
Co-reporter:Wenjun Li, Xin Li, Tingting Ye, Wenbin Wu, Xinmiao Liang, Jinxing Ye
Tetrahedron Letters 2011 Volume 52(Issue 21) pp:2715-2718
Publication Date(Web):25 May 2011
DOI:10.1016/j.tetlet.2011.03.079
Asymmetric organocatalytic Michael/α-alkylation reactions of α,β-unsaturated aldehydes with chloroacetophenones have been developed. The biologically useful cyclopropane motifs were synthesized with high yields and up to >99% ee, >30:1 dr through Jørgensen–Hayashi catalyst under mild conditions.
Co-reporter:Huicai Huang;Zhichao Jin;Kailong Zhu;Dr. Xinmiao Liang ;Dr. Jinxing Ye
Angewandte Chemie International Edition 2011 Volume 50( Issue 14) pp:3232-3235
Publication Date(Web):
DOI:10.1002/anie.201008255
Co-reporter:Huicai Huang;Zhichao Jin;Kailong Zhu;Dr. Xinmiao Liang ;Dr. Jinxing Ye
Angewandte Chemie 2011 Volume 123( Issue 14) pp:3290-3293
Publication Date(Web):
DOI:10.1002/ange.201008255
Co-reporter:Xiaomin Sun;Feng Yu;Tingting Ye;Dr. Xinmiao Liang ;Dr. Jinxing Ye
Chemistry - A European Journal 2011 Volume 17( Issue 2) pp:430-434
Publication Date(Web):
DOI:10.1002/chem.201002418
Co-reporter:Juanjuan Yang, Wenjun Li, Zhichao Jin, Xinmiao Liang, and Jinxing Ye
Organic Letters 2010 Volume 12(Issue 22) pp:5218-5221
Publication Date(Web):October 18, 2010
DOI:10.1021/ol102256v
An efficient approach for the enantioselective Michael additions of β-alkyl-β-keto esters to β-substituted α,β-unsaturated ketones has been developed. The Michael products could be obtained in good to excellent yields (75−98%) with excellent diastereoselectivities (up to >99:1 dr) and enantioselectivities (up to 96% ee) and could easily be transformed into a synthetically useful hexahydrophenanthrene structure under mild conditions in good yield.
Co-reporter:Huicai Huang, Feng Yu, Zhichao Jin, Wenjun Li, Wenbin Wu, Xinmiao Liang and Jinxing Ye  
Chemical Communications 2010 vol. 46(Issue 32) pp:5957-5959
Publication Date(Web):02 Jul 2010
DOI:10.1039/C0CC01054E
A general and direct organocatalytic asymmetric vinylogous Michael reaction of γ-butenolide with α,β-unsaturated ketones was investigated with a multifunctional primary amine salt as catalyst. The reaction enables straightforward access toward synthetically versatile γ-substituted butenolides from simple 2(5H)-furanone with satisfactory yields, diastereo- and enantioselectivities (up to 30:1 dr and 95–99% ee).
Co-reporter:Shigang Wen, Pengfei Li, Haibo Wu, Feng Yu, Xinmiao Liang and Jinxing Ye  
Chemical Communications 2010 vol. 46(Issue 26) pp:4806-4808
Publication Date(Web):25 May 2010
DOI:10.1039/C0CC00094A
Enantioselective organocatalytic phospha-Michael reaction of α,β-unsaturated ketones and diaryl phosphine oxides has been developed for the first time employing multifunctional organocatalysts. Optically active products bearing quaternary chiral carbon stereocenters were obtained in high yields with good to excellent enantioselectivities (up to 98% ee).
Co-reporter:Feng Yu, Xiaomin Sun, Zhichao Jin, Shigang Wen, Xinmiao Liang and Jinxing Ye  
Chemical Communications 2010 vol. 46(Issue 25) pp:4589-4591
Publication Date(Web):18 May 2010
DOI:10.1039/C0CC00774A
An unprecedented enantioselective Michael addition of various ketones to maleimides catalyzed by a simple bifunctional primary amine, monosulfonyl DPEN salt, is reported and provides the desired adducts in good to excellent yields (up to 99%) with excellent enantioselectivities (up to 99%).
Co-reporter:Chunlin Wu, Wenjun Li, Juanjuan Yang, Xinmiao Liang and Jinxing Ye  
Organic & Biomolecular Chemistry 2010 vol. 8(Issue 14) pp:3244-3250
Publication Date(Web):21 May 2010
DOI:10.1039/B927421A
Catalyzed by the bifunctional tertiary amino–thiourea organocatalyst derived from epicinchona alkaloid, the asymmetric Michael addition of anthrone to enone was achieved in high yield with excellent enantioselectivity.
Co-reporter:Feng Yu, Zhichao Jin, Huicai Huang, Tingting Ye, Xinmiao Liang and Jinxing Ye  
Organic & Biomolecular Chemistry 2010 vol. 8(Issue 20) pp:4767-4774
Publication Date(Web):23 Aug 2010
DOI:10.1039/C0OB00154F
The first highly efficient Michael addition of challenging α,α-disubstituted aldehydes to maleimides catalyzed by a simple bifunctional primary amine thiourea catalyst/benzoic acid system has been successfully developed to generate quaternary carbon centers in high yields (up to 99%) with excellent enantioselectivities (91–99%).
Co-reporter:Yongcan Wang, Pengfei Li, Xinmiao Liang, Tony Y. Zhang and Jinxing Ye  
Chemical Communications 2008 (Issue 10) pp:1232-1234
Publication Date(Web):31 Jan 2008
DOI:10.1039/B717000A
The addition of nitroalkanes to α,β-unsaturated aldehydes under the catalysis of (S)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine and lithium acetate as additive afforded γ-nitroaldehydes in good yield and up to 97% ee.
Co-reporter:Pengfei Li, Yongcan Wang, Xinmiao Liang and Jinxing Ye  
Chemical Communications 2008 (Issue 28) pp:3302-3304
Publication Date(Web):16 May 2008
DOI:10.1039/B804540B
Cinchona alkaloid derived primary amine thioureas organocatalyzed Michael addition of nitroalkanes to enones in good yield and up to 98% ee and offered a new way to construct quaternary stereocenters from enones and nitroalkanes.
Co-reporter:Pengfei Li, Yongcan Wang, Xinmiao Liang and Jinxing Ye
Chemical Communications 2008(Issue 28) pp:NaN3304-3304
Publication Date(Web):2008/05/16
DOI:10.1039/B804540B
Cinchona alkaloid derived primary amine thioureas organocatalyzed Michael addition of nitroalkanes to enones in good yield and up to 98% ee and offered a new way to construct quaternary stereocenters from enones and nitroalkanes.
Co-reporter:Yongcan Wang, Pengfei Li, Xinmiao Liang, Tony Y. Zhang and Jinxing Ye
Chemical Communications 2008(Issue 10) pp:NaN1234-1234
Publication Date(Web):2008/01/31
DOI:10.1039/B717000A
The addition of nitroalkanes to α,β-unsaturated aldehydes under the catalysis of (S)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine and lithium acetate as additive afforded γ-nitroaldehydes in good yield and up to 97% ee.
Co-reporter:Wenjun Li, Wenbin Wu, Feng Yu, Huicai Huang, Xinmiao Liang and Jinxing Ye
Organic & Biomolecular Chemistry 2011 - vol. 9(Issue 7) pp:NaN2511-2511
Publication Date(Web):2011/02/21
DOI:10.1039/C0OB00757A
Catalytic asymmetric Michael additions with curcumin derivatives were achieved by a new series of tertiary amine–thiourea organocatalysts to afford the Michael adducts in high yields and excellent enantioselectivities.
Co-reporter:Zhichao Jin, Feng Yu, Xiao Wang, Huicai Huang, Xiaoyan Luo, Xinmiao Liang and Jinxing Ye
Organic & Biomolecular Chemistry 2011 - vol. 9(Issue 6) pp:NaN1816-1816
Publication Date(Web):2011/01/25
DOI:10.1039/C0OB00669F
An easy one-pot tandem reaction catalyzed by a chiral secondary amine for the synthesis of optically active oxazine derivatives has been performed and the corresponding substituted benzo[d]pyrido[2,1-b][1,3]oxazine derivatives were afforded in generally high yields (up to 99%) and excellent enantioselectivities (up to >99%).
Co-reporter:Feng Yu, Xiaomin Sun, Zhichao Jin, Shigang Wen, Xinmiao Liang and Jinxing Ye
Chemical Communications 2010 - vol. 46(Issue 25) pp:NaN4591-4591
Publication Date(Web):2010/05/18
DOI:10.1039/C0CC00774A
An unprecedented enantioselective Michael addition of various ketones to maleimides catalyzed by a simple bifunctional primary amine, monosulfonyl DPEN salt, is reported and provides the desired adducts in good to excellent yields (up to 99%) with excellent enantioselectivities (up to 99%).
Co-reporter:Kailong Zhu, Huicai Huang, Wenbin Wu, Yuan Wei and Jinxing Ye
Chemical Communications 2013 - vol. 49(Issue 21) pp:NaN2159-2159
Publication Date(Web):2013/02/07
DOI:10.1039/C3CC00023K
Aminocatalyzed asymmetric Diels–Alder reaction between 2,4-dienals and rhodanine/hydantoin derivatives via trienamine mechanism has been developed to synthesize various spirocyclic compounds with good yields (up to 98%) and excellent stereoselectivities (up to 99% ee and >19:1 dr).
Co-reporter:Huicai Huang, Kailong Zhu, Wenbin Wu, Zhichao Jin and Jinxing Ye
Chemical Communications 2012 - vol. 48(Issue 3) pp:NaN463-463
Publication Date(Web):2011/11/11
DOI:10.1039/C1CC15928C
A new thiourea–tertiary amine bifunctional catalyst derived from L-tert-leucine was developed and provides excellent stereocontrol in a novel and direct Michael addition of 5H-oxazol-4-ones to α,β-unsaturated ketones with much broad substrate scope. The conjugate addition products with chiral vicinal quaternary and tertiary stereocenters can be easily transformed to structurally interesting compounds or building blocks.
Co-reporter:Shigang Wen, Pengfei Li, Haibo Wu, Feng Yu, Xinmiao Liang and Jinxing Ye
Chemical Communications 2010 - vol. 46(Issue 26) pp:NaN4808-4808
Publication Date(Web):2010/05/25
DOI:10.1039/C0CC00094A
Enantioselective organocatalytic phospha-Michael reaction of α,β-unsaturated ketones and diaryl phosphine oxides has been developed for the first time employing multifunctional organocatalysts. Optically active products bearing quaternary chiral carbon stereocenters were obtained in high yields with good to excellent enantioselectivities (up to 98% ee).
Co-reporter:Wenjun Li, Xin Li, Wenbin Wu, Xinmiao Liang and Jinxing Ye
Chemical Communications 2011 - vol. 47(Issue 29) pp:NaN8327-8327
Publication Date(Web):2011/06/20
DOI:10.1039/C1CC12300A
Highly diastereo- and enantioselective one-pot Michael–Aldol reactions of α,β-unsaturated aldehydes with imidazole derivatives have been developed. The cascade reactions products could be obtained with three stereocenters in high yields and excellent diastereo- and enantioselectivities.
Co-reporter:Xiaoyan Luo, Zhichao Jin, Pengfei Li, Jiabin Gao, Weimin Yue, Xinmiao Liang and Jinxing Ye
Organic & Biomolecular Chemistry 2011 - vol. 9(Issue 3) pp:NaN801-801
Publication Date(Web):2010/11/22
DOI:10.1039/C0OB00221F
The conjugate addition of Ni(II) complexes of glycine Schiff base to α,β-unsaturated aldehydes catalyzed by (S)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine afforded adducts in excellent yields with up to 49:1 dr and 95% ee. This method enables the construction of two adjacent chiral centers in one step, and offers an alternative route to chiral α-amino acid derivatives.
Co-reporter:Huicai Huang, Feng Yu, Zhichao Jin, Wenjun Li, Wenbin Wu, Xinmiao Liang and Jinxing Ye
Chemical Communications 2010 - vol. 46(Issue 32) pp:NaN5959-5959
Publication Date(Web):2010/07/02
DOI:10.1039/C0CC01054E
A general and direct organocatalytic asymmetric vinylogous Michael reaction of γ-butenolide with α,β-unsaturated ketones was investigated with a multifunctional primary amine salt as catalyst. The reaction enables straightforward access toward synthetically versatile γ-substituted butenolides from simple 2(5H)-furanone with satisfactory yields, diastereo- and enantioselectivities (up to 30:1 dr and 95–99% ee).
Co-reporter:Feng Yu, Zhichao Jin, Huicai Huang, Tingting Ye, Xinmiao Liang and Jinxing Ye
Organic & Biomolecular Chemistry 2010 - vol. 8(Issue 20) pp:NaN4774-4774
Publication Date(Web):2010/08/23
DOI:10.1039/C0OB00154F
The first highly efficient Michael addition of challenging α,α-disubstituted aldehydes to maleimides catalyzed by a simple bifunctional primary amine thiourea catalyst/benzoic acid system has been successfully developed to generate quaternary carbon centers in high yields (up to 99%) with excellent enantioselectivities (91–99%).
Co-reporter:Xinxin Wu, Chunna Meng, Xiaoqian Yuan, Xiaotong Jia, Xuhong Qian and Jinxing Ye
Chemical Communications 2015 - vol. 51(Issue 59) pp:NaN11867-11867
Publication Date(Web):2015/06/18
DOI:10.1039/C5CC04527D
We report herein an efficient, general and green method for decarboxylative fluorination of aliphatic carboxylic acids. By using a transition-metal-free, organocatalytic photoredox system, the reaction of various aliphatic carboxylic acids with the Selectfluor reagent afforded the corresponding alkyl fluorides in satisfactory yields under visible light irradiation at room temperature.
Co-reporter:Chunlin Wu, Wenjun Li, Juanjuan Yang, Xinmiao Liang and Jinxing Ye
Organic & Biomolecular Chemistry 2010 - vol. 8(Issue 14) pp:NaN3250-3250
Publication Date(Web):2010/05/21
DOI:10.1039/B927421A
Catalyzed by the bifunctional tertiary amino–thiourea organocatalyst derived from epicinchona alkaloid, the asymmetric Michael addition of anthrone to enone was achieved in high yield with excellent enantioselectivity.
Co-reporter:Wenbin Wu, Huicai Huang, Xiaoqian Yuan, Kailong Zhu and Jinxing Ye
Chemical Communications 2012 - vol. 48(Issue 73) pp:NaN9182-9182
Publication Date(Web):2012/08/06
DOI:10.1039/C2CC34321E
A diamine-catalyzed asymmetric tandem reaction between α,β-unsaturated ketones and rhodanine derivatives has been developed to synthesize various spirocyclic compounds with high stereoselectivities (up to 99% ee and >20:1 dr). The products obtained contain two pharmaceutically relevant features: the biologically active rhodanine moiety embedded in a spirocyclic unit.
Co-reporter:Xiaoqian Yuan, Xinxin Wu, Shupeng Dong, Guibing Wu and Jinxing Ye
Organic & Biomolecular Chemistry 2016 - vol. 14(Issue 31) pp:NaN7450-7450
Publication Date(Web):2016/07/11
DOI:10.1039/C6OB01239F
We report herein a highly efficient intramolecular coupling reaction of tertiary amines and ketones (α,β-unsaturated ketones) by using a Brønsted acid as a cocatalyst, affording 2-arylindols in good to excellent yields (up to 92%) under visible light irradiation at room temperature.
Pyridine, 2-(3-bromophenyl)-4-methyl-
PYRIDINE, 2-(3-CHLOROPHENYL)-4-METHYL-
2H-Indole-2-thione,5-bromo-1,3-dihydro-
Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin,4-hydroxy-2,6-bis[2,4,6-tris(1-methylethyl)phenyl]-, 4-oxide, (11bR)-
4-IMIDAZOLIDINONE, 5-(1-PHENYLETHYLIDENE)-2-THIOXO-, (5Z)-
2H-Indole-2-thione, 6-chloro-1,3-dihydro-
4-Thiazolidinone, 5-(phenylmethylene)-2-thioxo-, (5Z)-
2-Cyclohexen-1-one, 3-(phenylethynyl)-