Jon Antilla

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Organization: University of South Florida
Department: Department of Chemistry
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Co-reporter:Michelle Cortes-Salva, Be-Lan Nguyen, Javier Cuevas, Keith R. Pennypacker and Jon C. Antilla
Organic Letters 2010 Volume 12(Issue 6) pp:1316-1319
Publication Date(Web):February 19, 2010
DOI:10.1021/ol1002175
A copper-catalyzed cross-coupling reaction of guanidine nitrate with aryl iodides was used for the formation of N,N′-disubstituted guanidines to be used as potential therapeutics for strokes. A relatively inexpensive commercially available guanidine salt and a series of aryl iodides together with copper iodide and N,N-diethylsalicylamide as an efficient catalyst/ligand system provided a simple diarylation procedure.
Co-reporter:Guilong Li, Matthew J. Kaplan, Lukasz Wojtas and Jon C. Antilla
Organic Letters 2010 Volume 12(Issue 9) pp:1960-1963
Publication Date(Web):April 2, 2010
DOI:10.1021/ol100378t
Dihydropyran derivatives readily undergo addition to N-acyl imines in the presence of chiral phosphoric acids. This addition process yields an attractive product that is capable of a tandem oxidative−cyclization via an epoxide intermediate.
Co-reporter:Tao Liang;Zhenjie Zhang;Dr. Jon C. Antilla
Angewandte Chemie 2010 Volume 122( Issue 50) pp:9928-9930
Publication Date(Web):
DOI:10.1002/ange.201004778
Co-reporter:Tao Liang;Zhenjie Zhang;Dr. Jon C. Antilla
Angewandte Chemie International Edition 2010 Volume 49( Issue 50) pp:9734-9736
Publication Date(Web):
DOI:10.1002/anie.201004778
Co-reporter:Shawn E. Larson, Juan C. Baso, Guilong Li and Jon C. Antilla
Organic Letters 2009 Volume 11(Issue 22) pp:5186-5189
Publication Date(Web):October 19, 2009
DOI:10.1021/ol902123h
Conditions for the phosphoric acid-catalyzed highly enantioselective ring-opening of meso-aziridines with a series of functionalized aromatic thiol nucleophiles are described. The procedure utilizes commercially available aromatic thiols, a series of meso-aziridines, and a catalytic amount of VAPOL phosphoric acid to explore the substrate scope of this highly enantioselective reaction.
Co-reporter:Yuxue Liang, Emily B. Rowland, Gerald B. Rowland, Jason A. Perman and Jon C. Antilla  
Chemical Communications 2007 (Issue 43) pp:4477-4479
Publication Date(Web):21 Aug 2007
DOI:10.1039/B709276H
The first highly enantioselective catalytic method for the preparation of chiral aminalsvia the addition of imide nucleophiles to imines is reported.
Co-reporter:Yuxue Liang, Emily B. Rowland, Gerald B. Rowland, Jason A. Perman and Jon C. Antilla
Chemical Communications 2007(Issue 43) pp:NaN4479-4479
Publication Date(Web):2007/08/21
DOI:10.1039/B709276H
The first highly enantioselective catalytic method for the preparation of chiral aminalsvia the addition of imide nucleophiles to imines is reported.
(11bR)-4-Hydroxy-2,6-di(naphthalen-1-yl)-8,9,10,11,12,13,14,15-octahydrodinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide
1H-Indole-2,3-dione, 6-bromo-1-(phenylmethyl)-
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)-
3-Butynoic acid, 2-oxo-4-(trimethylsilyl)-, ethyl ester
1H-Indole-2,3-dione, 5-fluoro-1-(phenylmethyl)-
Benzamide, N-[(4-methylphenyl)methylene]-
Cyclohexanol, 2-(phenylthio)-, (1S,2S)-