Scope and limitations in sulfur ylide mediated catalytic asymmetric aziridination of imines: use of phenyldiazomethane, diazoesters and diazoacetamides

…, M Ferrara, CJ O'Brien, A Thompson…

Index: Aggarwal; Ferrara; O'Brien; Thompson; Jones; Fieldhouse Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 14 p. 1635 - 1643

Full Text: HTML

Citation Number: 86

Abstract

Imine aziridination using diazo-compounds and catalytic quantities of metal salts and sulfides has been investigated. A range of imines derived from benzaldehyde bearing electron-withdrawing groups (N-Ts, N-SO2CH2CH2SiMe3 (SES), NP (O) Ph2, N-CO2Bn, N- CO2But, N-CO2 (CH2) 2SiMe3, N-CO2C (CH3) 2CCl3) were prepared and tested in the aziridination process using Me2S and phenyldiazomethane. High yields were obtained ...

Related Articles:

Direct enantio-and diastereoselective Mannich reactions of malonate and β-keto esters with N-Boc and N-Cbz aldimines catalysed by a bifunctional cinchonine …

[Tillman, A. Louise; Ye, Jinxing; Dixon, Darren J. Chemical Communications, 2006 , # 11 p. 1191 - 1193]

Enantioselective Aza??Henry Reactions Assisted by ZnII and N??Methylephedrine

[Palomo, Claudio; Oiarbide, Mikel; Halder, Rajkumar; Laso, Antonio; Lopez, Rosa Angewandte Chemie - International Edition, 2006 , vol. 45, # 1 p. 117 - 120]

Oxidative Mannich Reaction of N-Carbobenzyloxy Amines with 1, 3-Dicarbonyl Compounds

[Matsuo, Jun-Ichi; Tanaki, Yumi; Ishibashi, Hiroyuki Organic Letters, 2006 , vol. 8, # 19 p. 4371 - 4374]

Oxidative Mannich Reaction of N-Carbobenzyloxy Amines with 1, 3-Dicarbonyl Compounds

[Matsuo, Jun-Ichi; Tanaki, Yumi; Ishibashi, Hiroyuki Organic Letters, 2006 , vol. 8, # 19 p. 4371 - 4374]

Oxidative Mannich Reaction of N-Carbobenzyloxy Amines with 1, 3-Dicarbonyl Compounds

[Matsuo, Jun-Ichi; Tanaki, Yumi; Ishibashi, Hiroyuki Organic Letters, 2006 , vol. 8, # 19 p. 4371 - 4374]

More Articles...