Tetrahedron

Copper bis (oxazolines) as catalysts for stereoselective aziridination of styrenes with N-tosyloxycarbamates

H Lebel, M Parmentier, O Leogane, K Ross, C Spitz

Index: Lebel, Helne; Parmentier, Michael; Leogane, Olivier; Ross, Karen; Spitz, Cedric Tetrahedron, 2012 , vol. 68, # 17 p. 3396 - 3409

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Citation Number: 19

Abstract

A Cu (I)-catalyzed asymmetric aziridination of styrenes with a chiral N-tosyloxycarbamate has been developed. Double stereodifferentiation was observed and both the N- tosyloxycarbamate substituent and the bis (oxazoline) ligand have a significant effect on the yields and diastereoselectivities. The best results for the aziridination were obtained with electron-deficient styrenes. Subsequent ring-opening reactions of styrene-derived ...

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