Yoichiro Kuninobu

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Organization: Okayama University

Department: Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology

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Chemicals
References

Organic Reactions Catalyzed by Rhenium Carbonyl Complexes

Co-reporter:Yoichiro Kuninobu and Kazuhiko Takai

Chemical Reviews 2011 Volume 111(Issue 3) pp:1938

Publication Date(Web):November 23, 2010

DOI:10.1021/cr100241u

Rhenium-Catalyzed Regio- and Stereoselective Addition of Two Carbon Units to Terminal Alkynes via Carbon–Carbon Bond Cleavage of β-Keto Sulfones

Co-reporter:Yoichiro Kuninobu, Hironori Matsuzaki, Mitsumi Nishi, and Kazuhiko Takai

Organic Letters 2011 Volume 13(Issue 11) pp:2959-2961

Publication Date(Web):May 9, 2011

DOI:10.1021/ol2008507

Treatment of β-keto sulfones with terminal alkynes gave unsaturated δ-keto sulfones in good to excellent yields under rhenium catalysis. In this reaction, the insertion of the alkynes into the nonstrained carbon–carbon single bond between the α- and β-positions of the β-keto sulfones proceeded smoothly, and (Z)-isomers were produced with high regio- and stereoselectivities.

Rhenium-catalyzed allylation of C–H bonds of benzoic and acrylic acids

Co-reporter:Yoichiro Kuninobu, Kazuhiro Ohta and Kazuhiko Takai

Chemical Communications 2011 vol. 47(Issue 38) pp:10791-10793

Publication Date(Web):05 Sep 2011

DOI:10.1039/C1CC12359A

We have succeeded in the allylation of aromatic and olefinic C–H bonds of benzoic and acrylic acids using a rhenium catalyst, Re2(CO)10. In this reaction, isomerization of the introduced allyl group to the 1-propenyl group did not occur.

Manganese-Catalyzed Cleavage of a CarbonCarbon Single Bond between Carbonyl Carbon and -Carbon Atoms of Ketones

Co-reporter:Dr. Yoichiro Kuninobu;Tadamasa Uesugi;Dr. Atsushi Kawata ;Dr. Kazuhiko Takai

Angewandte Chemie 2011 Volume 123( Issue 44) pp:10590-10592

Publication Date(Web):

DOI:10.1002/ange.201104704

Manganese-Catalyzed Cleavage of a CarbonCarbon Single Bond between Carbonyl Carbon and -Carbon Atoms of Ketones

Co-reporter:Dr. Yoichiro Kuninobu;Tadamasa Uesugi;Dr. Atsushi Kawata ;Dr. Kazuhiko Takai

Angewandte Chemie International Edition 2011 Volume 50( Issue 44) pp:10406-10408

Publication Date(Web):

DOI:10.1002/anie.201104704

Rhenium-catalyzed insertion of terminal alkenes into a C(sp2)–H bond and successive transfer hydrogenation

Co-reporter:Yoichiro Kuninobu, Takahiro Nakahara, Peng Yu, Kazuhiko Takai

Journal of Organometallic Chemistry 2011 696(1) pp: 348-351

Publication Date(Web):

DOI:10.1016/j.jorganchem.2010.09.064

Indium-Catalyzed Construction of Polycyclic Aromatic Hydrocarbon Skeletons via Dehydration

Co-reporter:Yoichiro Kuninobu, Tomohiro Tatsuzaki, Takashi Matsuki, and Kazuhiko Takai

The Journal of Organic Chemistry 2011 Volume 76(Issue 17) pp:7005-7009

Publication Date(Web):July 18, 2011

DOI:10.1021/jo200861s

Polycyclic aromatic compounds can be synthesized from 2-benzylic- or 2-allylbenzaldehydes using a catalytic amount of In(III) or Re(I) complexes. By using this method, polycyclic aza-aromatic compounds can also be prepared efficiently. In these reactions, only water is formed as a side product.

Palladium-Catalyzed Synthesis of Dibenzophosphole Oxides via Intramolecular Dehydrogenative Cyclization

Co-reporter:Yoichiro Kuninobu, Takuya Yoshida, and Kazuhiko Takai

The Journal of Organic Chemistry 2011 Volume 76(Issue 18) pp:7370-7376

Publication Date(Web):August 5, 2011

DOI:10.1021/jo201030j

Dibenzophosphole oxides were obtained from secondary hydrophosphine oxides with a biphenyl group by dehydrogenation via phosphine–hydrogen and carbon–hydrogen bond cleavage in the presence of a catalytic amount of palladium(II) acetate, Pd(OAc)2. By using this reaction, a ladder-type dibenzophosphole oxide could also be synthesized by double intramolecular dehydrogenative cyclization.

Rhodium-Catalyzed Synthesis of Silafluorene Derivatives via Cleavage of Silicon−Hydrogen and Carbon−Hydrogen Bonds

Co-reporter:Tomonari Ureshino ; Takuya Yoshida ; Yoichiro Kuninobu ;Kazuhiko Takai

Journal of the American Chemical Society 2010 Volume 132(Issue 41) pp:14324-14326

Publication Date(Web):September 24, 2010

DOI:10.1021/ja107698p

The rhodium-catalyzed synthesis of silafluorenes from biphenylhydrosilanes is described. This highly efficient reaction proceeds via both Si−H and C−H bond activation, producing only H2 as a side product. Using this method, a ladder-type bis-silicon-bridged p-terphenyl could also be synthesized.

Synthesis of Functionalized Pentacenes from Isobenzofurans Derived from C−H Bond Activation

Co-reporter:Yoichiro Kuninobu, Takayuki Seiki, Shunsuke Kanamaru, Yuta Nishina, and Kazuhiko Takai

Organic Letters 2010 Volume 12(Issue 22) pp:5287-5289

Publication Date(Web):October 20, 2010

DOI:10.1021/ol102349r

The synthesis of unsymmetric functionalized pentacenes from 1,4-anthraquinones and functionalized isobenzofurans, which were prepared by transformation via C−H bond activation, was successfully accomplished. Examples of the synthesis of pentacenes with functional groups at the 5-position are still rare. These obtained functionalized pentacenes are highly soluble in hexane, toluene, and THF.

Rhenium-Catalyzed Synthesis of Indenones by Novel Dehydrative Trimerization of Aryl Aldehydes via C−H Bond Activation

Co-reporter:Yoichiro Kuninobu, Takashi Matsuki and Kazuhiko Takai

Organic Letters 2010 Volume 12(Issue 13) pp:2948-2950

Publication Date(Web):June 7, 2010

DOI:10.1021/ol100947p

By heating aryl aldehydes with catalytic amounts of a rhenium complex, ReBr(CO)5, and N-phenylacetamide in toluene, indenone derivatives are obtained in good to excellent yields. This reaction proceeds via (1) the formation of an isobenzofuran derivative by the insertion of an aldehyde into the C−H bond of another aldehyde (C−H bond activation) and successive intramolecular nucleophilic cyclization, (2) nucleophilic addition of the formed isobenzofuran derivative to the third aldehyde, (3) isomerization, and (4) intramolecular aldol condensation.

Rhenium-Catalyzed Diastereoselective Synthesis of Aminoindanes via the Insertion of Allenes into a C−H Bond

Co-reporter:Yoichiro Kuninobu, Peng Yu, and Kazuhiko Takai

Organic Letters 2010 Volume 12(Issue 19) pp:4274-4276

Publication Date(Web):August 30, 2010

DOI:10.1021/ol101627x

Aminoindane derivatives were synthesized diastereoselectively by the treatment of aromatic imines with allenes in the presence of a catalytic amount of a rhenium complex, [HRe(CO)4]n. The allenes inserted into the aromatic C−H bonds.

Iron-catalyzed synthesis of glycine derivatives via carbon–nitrogen bond cleavage using diazoacetate

Co-reporter:Yoichiro Kuninobu, Mitsumi Nishi and Kazuhiko Takai

Chemical Communications 2010 vol. 46(Issue 46) pp:8860-8862

Publication Date(Web):21 Oct 2010

DOI:10.1039/C0CC03781H

Treatment of tertiary amines with diazoacetate in the presence of a catalytic amount of an iron salt, FeCl3, in ethanol gave glycine derivatives. In this reaction, a carbon–nitrogen single bond of the amine was cleaved.

Regioselective functionalization of alkanes by sequential dehydrogenation–hydrozirconation

Co-reporter:Yoichiro Kuninobu, Tomonari Ureshino, Shun-ichi Yamamoto and Kazuhiko Takai

Chemical Communications 2010 vol. 46(Issue 29) pp:5310-5312

Publication Date(Web):14 Jun 2010

DOI:10.1039/C0CC00243G

We have succeeded in formal regioselective functionalization of alkanes by iridium-catalyzed dehydrogenation, hydrozirconation of the resulting alkenes, and electrophilic reaction of the generated alkylzirconium intermediate.

Indium-Catalyzed Synthesis of Keto Esters from Cyclic 1,3-Diketones and Alcohols and Application to the Synthesis of Seratrodast

Co-reporter:Yoichiro Kuninobu Dr.;Atsushi Kawata;Taihei Noborio;Syun-ichi Yamamoto;Takashi Matsuki;Kazumi Takata ;Kazuhiko Takai Dr.

Chemistry – An Asian Journal 2010 Volume 5( Issue 4) pp:941-945

Publication Date(Web):

DOI:10.1002/asia.200900553

Abstract

Esterification reactions from cyclic 1,3-diketones and alcohols are carried out in the presence of several Lewis acids. In particular, indium(III) triflate, In(OTf)₃, iron(III) triflate, Fe(OTf)₃, copper(II) triflate, Cu(OTf)₂, and silver(I) triflate, AgOTf, show high catalytic activities. These reactions proceed through the carbon–carbon bond cleavage by a retro-aldol reaction and were found to be highly regioselective even in the presence of other functional groups. This type of reaction can also be applied to the preparation of the keto esters during the synthesis of seratrodast, which is an antiasthmatic and eicosanoid antagonist.

Rhenium- and Manganese-Catalyzed Synthesis of Aromatic Compounds from 1,3-Dicarbonyl Compounds and Alkynes

Co-reporter:Yoichiro Kuninobu, Mitsumi Nishi, Atsushi Kawata, Hisatsugu Takata, Yumi Hanatani, Yudha S. Salprima, Aya Iwai and Kazuhiko Takai

The Journal of Organic Chemistry 2010 Volume 75(Issue 2) pp:334-341

Publication Date(Web):December 9, 2009

DOI:10.1021/jo902072q

We have succeeded in the development of three approaches to the synthesis of aromatic compounds from 1,3-dicarbonyl compounds and alkynes. The first approach is a manganese-catalyzed [2+2+2] cycloaddition between 1,3-dicarbonyl compounds, which have no substituents at the active methylene moiety, and terminal alkynes. This reaction proceeds with high regioselectivity when aryl acetylenes are employed as the alkyne component. The second approach is a rhenium- or manganese-catalyzed formal [2+1+2+1] cycloaddition between β-keto esters and two kinds of alkynes. In this reaction, the aromatic compounds are obtained by the following reaction sequence: (1) insertion of the first alkyne into a carbon−carbon single bond of a β-keto ester, (2) formation of 2-pyranones via intramolecular cyclization with the elimination of ethanol, and (3) Diels−Alder reaction between the formed 2-pyranone and the second alkyne. This reaction provides multisubstituted aromatic compounds in a regioselective manner. The third approach is a rhenium-catalyzed formal [2+2+1+1] cycloaddition reaction from two 1,3-diketones and one alkyne. In this reaction, the aromatic skeleton is constructed from three carbons of the first 1,3-diketone, two carbons of the alkyne, and one carbon of the second 1,3-diketone.

Rhenium-Catalyzed Regioselective Alkylation of Phenols

Co-reporter:Yoichiro Kuninobu ; Takashi Matsuki ;Kazuhiko Takai

Journal of the American Chemical Society 2009 Volume 131(Issue 29) pp:9914-9915

Publication Date(Web):July 1, 2009

DOI:10.1021/ja904360k

Treatment of phenol derivatives with terminal alkenes in the presence of a catalytic amount of a rhenium complex, Re2(CO)10, gave monoalkylated phenol derivatives in good to excellent yields. This reaction proceeds at the ortho- or para-position of phenols regioselectively.

Rhenium-Catalyzed Insertion of Nonpolar and Polar Unsaturated Molecules into an Olefinic C−H Bond

Co-reporter:Yoichiro Kuninobu, Yasuo Fujii, Takashi Matsuki, Yuta Nishina and Kazuhiko Takai

Organic Letters 2009 Volume 11(Issue 12) pp:2711-2714

Publication Date(Web):May 26, 2009

DOI:10.1021/ol900962v

Treatment of olefins bearing a directing group with α,β-unsaturated carbonyl compounds, alkynes, or aldehydes in the presence of a catalytic amount of a rhenium complex, [ReBr(CO)3(thf)]2 gave γ,δ-unsaturated carbonyl compounds, dienes, and allyl silyl ethers, respectively. This reaction proceeds via C−H bond activation, insertion of unsaturated molecules into the formed rhenium−carbon bond, and then reductive elimination (or transmetalation in the case of aldehydes).

Rhenium-Catalyzed Formation of Bicyclo[3.3.1]nonene Frameworks by a Reaction of Cyclic β-Keto Esters with Terminal Alkynes

Co-reporter:Yoichiro Kuninobu, Junya Morita, Mitsumi Nishi, Atsushi Kawata and Kazuhiko Takai

Organic Letters 2009 Volume 11(Issue 12) pp:2535-2537

Publication Date(Web):May 20, 2009

DOI:10.1021/ol900772h

Treatment of cyclic β-keto esters with terminal alkynes in the presence of a catalytic amount of a rhenium complex, [ReBr(CO)3(thf)]2, gave bicyclo[3.3.1]nonene derivatives. The reaction conditions and yields of the bicyclo[3.3.1]nonenes were improved by the sequential use of tetrabutylammonium fluoride (TBAF) after the rhenium-catalyzed reactions.

Rhenium- and Manganese-Catalyzed Insertion of Alkynes into a CarbonCarbon Single Bond of Cyclic and Acyclic 1,3-Dicarbonyl Compounds

Co-reporter:Yoichiro Kuninobu Dr.;Atsushi Kawata;Mitsumi Nishi;Salprima YudhaS.;Jingjin Chen;Kazuhiko Takai Dr.

Chemistry – An Asian Journal 2009 Volume 4( Issue 9) pp:1424-1433

Publication Date(Web):

DOI:10.1002/asia.200900137

Abstract

Treatment of alkynes with cyclic and acyclic 1,3-dicarbonyl compounds in the presence of a catalytic amount of a rhenium or manganese complex gives ring-expanded and carbon-chain extension products, respectively. In these reactions, alkynes insert into a non-strained carbon–carbon single bond of 1,3-dicarbonyl compounds. The ring-expansion reaction is also promoted by the addition of 4-Å molecular sieves instead of a catalytic amount of an isocyanide.

Synthesis of Cp−Re Complexes via Olefinic C−H Activation and Successive Formation of Cyclopentadienes

Co-reporter:Yoichiro Kuninobu ; Yuta Nishina ; Takashi Matsuki ;Kazuhiko Takai

Journal of the American Chemical Society 2008 Volume 130(Issue 43) pp:14062-14063

Publication Date(Web):October 1, 2008

DOI:10.1021/ja805921f

Treatment of an α,β-unsaturated ketimine with an α,β-unsaturated carbonyl compound in the presence of a rhenium complex, Re2(CO)10, gave a cyclopentadienyl−rhenium complex. This reaction proceeds via rhenium-catalyzed C−H bond activation of an olefinic C−H bond, insertion of an α,β-unsaturated carbonyl compound into a Re−C bond of the alkenylrhenium intermediate, intramolecular nucleophilic cyclization, reductive elimination, elimination of aniline to give a cyclopentadiene derivative, followed by the formation of a cyclopentadienyl−rhenium complex from the cyclopentadiene derivative and the rhenium complex.

Rhenium- and manganese-catalyzed insertion of acetylenes into β-keto esters: synthesis of 2-pyranones

Co-reporter:Yoichiro Kuninobu, Atsushi Kawata, Mitsumi Nishi, Hisatsugu Takata and Kazuhiko Takai

Chemical Communications 2008 (Issue 47) pp:6360-6362

Publication Date(Web):24 Oct 2008

DOI:10.1039/B814694B

Rhenium- and manganese-catalyzed reactions between β-keto esters and acetylenes, followed by treatment with tetrabutylammonium fluoride, gave 2-pyranone derivatives regioselectively.

Rhenium-Catalyzed Synthesis of Stereodefined Cyclopentenes from -Ketoesters and Aliphatic Allenes

Co-reporter:Salprima YudhaS. Dr., Dr. ;Kazuhiko Takai Dr.

Angewandte Chemie 2008 Volume 120( Issue 48) pp:9458-9461

Publication Date(Web):

DOI:10.1002/ange.200803350

Rhenium-Catalyzed Synthesis of Stereodefined Cyclopentenes from -Ketoesters and Aliphatic Allenes

Co-reporter:Salprima YudhaS. Dr., Dr. ;Kazuhiko Takai Dr.

Angewandte Chemie International Edition 2008 Volume 47( Issue 48) pp:9318-9321

Publication Date(Web):

DOI:10.1002/anie.200803350

Manganese-Catalyzed Insertion of Aldehydes into a CH Bond

Co-reporter:Yoichiro Kuninobu Dr.;Yuta Nishina;Takahiro Takeuchi;Kazuhiko Takai Dr.

Angewandte Chemie 2007 Volume 119(Issue 34) pp:

Publication Date(Web):24 JUL 2007

DOI:10.1002/ange.200702256

Mn kommt ins Spiel: In Gegenwart eines Mangankatalysators und einer stöchiometrischen Menge Hydrosilan inserieren Aldehyde in Aryl-C-H-Bindungen von Verbindungen mit dirigierenden Gruppen (siehe Schema). Diese erste mangankatalysierte C-H-Aktivierung liefert Silylether in guten bis hervorragenden Ausbeuten und kann auch auf asymmetrische Umwandlungen angewendet werden.

Manganese-Catalyzed Insertion of Aldehydes into a CH Bond

Co-reporter:Yoichiro Kuninobu Dr.;Yuta Nishina;Takahiro Takeuchi;Kazuhiko Takai Dr.

Angewandte Chemie International Edition 2007 Volume 46(Issue 34) pp:

Publication Date(Web):24 JUL 2007

DOI:10.1002/anie.200702256

Mn gets in the game: In the presence of a manganese catalyst and a stoichiometric amount of hydrosilane, aldehydes insert into CH bonds of aromatic rings of compounds with directing groups (see scheme). This first example of a manganese-catalyzed chemical transformation through CH bond activation gives silyl ethers in good to excellent yields and can also be applied to asymmetric transformation.

Rhenium- and Gold-Catalyzed Coupling of Aromatic Aldehydes with Trimethyl(phenylethynyl)silane: Synthesis of Diethynylmethanes

Co-reporter:Yoichiro Kuninobu Dr.;Eri Ishii;Kazuhiko Takai Dr.

Angewandte Chemie International Edition 2007 Volume 46(Issue 18) pp:

Publication Date(Web):23 MAR 2007

DOI:10.1002/anie.200700183

Very couply! Coupling reactions of propargyl or benzyl alcohols with allyl- or alkynylsilanes proceed efficiently using [{ReBr(CO)₃(thf)}₂] as catalyst. Additionally, diethynylmethane derivatives were obtained by the reaction of aromatic aldehydes with trimethyl(phenylethynyl)silane in the presence of both the rhenium complex and AuCl (see scheme).

Indium-Catalyzed Retro-Claisen Condensation

Co-reporter:Atsushi Kawata;Kazumi Takata Dr.;Kazuhiko Takai Dr.

Angewandte Chemie International Edition 2007 Volume 46(Issue 41) pp:

Publication Date(Web):4 SEP 2007

DOI:10.1002/anie.200702798

Retro-aldol reaction: Indium-catalyzed reaction of a 1,3-diketone with an alcohol proceeds under solvent-free conditions by nucleophilic attack of the alcohol on a carbonyl group of the 1,3-diketone and carbon–carbon bond cleavage by a retro-Claisen condensation to give an ester in high yield (see scheme). Using water and an amine as nucleophiles instead of an alcohol gave the corresponding carboxylic acid and amide.

Indium-Catalyzed Retro-Claisen Condensation

Co-reporter:Atsushi Kawata;Kazumi Takata Dr.;Kazuhiko Takai Dr.

Angewandte Chemie 2007 Volume 119(Issue 41) pp:

Publication Date(Web):4 SEP 2007

DOI:10.1002/ange.200702798

Retroaldolreaktion: Die Indium-katalysierte Reaktion eines 1,3-Diketons mit einem Alkohol verläuft lösungsmittelfrei über einen nucleophilen Angriff des Alkohols an die Carbonylgruppe des 1,3-Diketons sowie eine C-C-Bindungsspaltung durch eine Retro-Claisen-Kondensation und liefert einen Ester in hoher Ausbeute (siehe Schema). Mit Wasser oder einem Amin als Nucleophil erhält man eine Carbonsäure bzw. ein Amid.

Rhenium- and Gold-Catalyzed Coupling of Aromatic Aldehydes with Trimethyl(phenylethynyl)silane: Synthesis of Diethynylmethanes

Co-reporter:Yoichiro Kuninobu Dr.;Eri Ishii;Kazuhiko Takai Dr.

Angewandte Chemie 2007 Volume 119(Issue 18) pp:

Publication Date(Web):23 MAR 2007

DOI:10.1002/ange.200700183

Kupplungskünstler: Katalytische Kupplungen zwischen Propargyl- oder Benzylalkoholen und Allyl- oder Alkinylsilanen gelingen effizient mit [{ReBr(CO)₃(thf)}₂]. In Gegenwart dieses Rheniumkomplexes und von AuCl wurden durch die Reaktion von Arylaldehyden mit Trimethyl(phenylethinyl)silan auch Diethinylmethan-Derivate erhalten (siehe Schema).

Isocyanate acting as a carbonyl precursor: pyridyl group-assisted formation of 4H-pyrido[1,2-a]pyrimidin-4-ones from ketimines and isocyanates

Co-reporter:Yoichiro Kuninobu, Shuhei Nishimura and Kazuhiko Takai

Organic & Biomolecular Chemistry 2006 vol. 4(Issue 2) pp:203-205

Publication Date(Web):13 Dec 2005

DOI:10.1039/B516916J

By the reactions of ketimines bearing a pyridyl or a picolyl group on a nitrogen atom of the imine moiety with tosylisocyanate, 4H-pyrido[1,2-a]pyrimidin-4-one derivatives could be obtained in quantitative yields. In these reactions, tosylisocyanate acts as a carbonyl precursor. The pyridyl or picolyl group is a key functional group because it is not only the constituent structure of the 4H-pyrido[1,2-a]pyrimidin-4-one framework but also the promoter of the formation of a ketene intermediate.

Rhenium- and Aniline-Catalyzed One-Pot Annulation of Aromatic Ketones and α,β-Unsaturated Esters Initiated by CH Bond Activation

Co-reporter:Yoichiro Kuninobu Dr.;Yuta Nishina;Makoto Shouho;Kazuhiko Takai Dr.

Angewandte Chemie International Edition 2006 Volume 45(Issue 17) pp:

Publication Date(Web):23 MAR 2006

DOI:10.1002/anie.200503627

Several reaction steps, including CH activation, lead to indene derivatives in good yields in the rhenium-catalyzed reaction of aromatic ketimines and ethyl acrylate. Indene derivatives can also be obtained by the reactions of aromatic ketones with α,β-unsaturated esters in the presence of a catalytic rhenium complex and p-anisidine (see scheme).

Rhenium- and Aniline-Catalyzed One-Pot Annulation of Aromatic Ketones and α,β-Unsaturated Esters Initiated by CH Bond Activation

Co-reporter:Yoichiro Kuninobu Dr.;Yuta Nishina;Makoto Shouho;Kazuhiko Takai Dr.

Angewandte Chemie 2006 Volume 118(Issue 17) pp:

Publication Date(Web):23 MAR 2006

DOI:10.1002/ange.200503627

Einer der Reaktionsschritte der rheniumkatalysierten Umsetzung von aromatischen Ketiminen mit Ethylacrylat, die in guten Ausbeuten die Indenderivate ergibt, ist eine C-H-Aktivierung. Die Indenderivate sind auch aus aromatischen Ketonen und α,β-ungesättigten Estern in Gegenwart eines Rheniumkomplex-Katalysators und p-Anisidin erhältlich (siehe Schema).

Rhenium-catalyzed allylation of C–H bonds of benzoic and acrylic acids

Co-reporter:Yoichiro Kuninobu, Kazuhiro Ohta and Kazuhiko Takai

Chemical Communications 2011 - vol. 47(Issue 38) pp:NaN10793-10793

Publication Date(Web):2011/09/05

DOI:10.1039/C1CC12359A

Rhenium- and manganese-catalyzed insertion of acetylenes into β-keto esters: synthesis of 2-pyranones

Co-reporter:Yoichiro Kuninobu, Atsushi Kawata, Mitsumi Nishi, Hisatsugu Takata and Kazuhiko Takai

Chemical Communications 2008(Issue 47) pp:NaN6362-6362

Publication Date(Web):2008/10/24

DOI:10.1039/B814694B

Rhenium- and manganese-catalyzed reactions between β-keto esters and acetylenes, followed by treatment with tetrabutylammonium fluoride, gave 2-pyranone derivatives regioselectively.

Iron-catalyzed synthesis of glycine derivatives via carbon–nitrogen bond cleavage using diazoacetate

Co-reporter:Yoichiro Kuninobu, Mitsumi Nishi and Kazuhiko Takai

Chemical Communications 2010 - vol. 46(Issue 46) pp:NaN8862-8862

Publication Date(Web):2010/10/21

DOI:10.1039/C0CC03781H

Regioselective functionalization of alkanes by sequential dehydrogenation–hydrozirconation

Co-reporter:Yoichiro Kuninobu, Tomonari Ureshino, Shun-ichi Yamamoto and Kazuhiko Takai

Chemical Communications 2010 - vol. 46(Issue 29) pp:NaN5312-5312

Publication Date(Web):2010/06/14

DOI:10.1039/C0CC00243G