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

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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 ...