Tetrahedron letters

Efficient nitrogen transfer from aldehyde-derived N-acyloxaziridines

A Armstrong, ID Edmonds, ME Swarbrick

Index: Armstrong, Alan; Edmonds, Ian D.; Swarbrick, Martin E. Tetrahedron Letters, 2003 , vol. 44, # 28 p. 5335 - 5338

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Citation Number: 20

Abstract

The effect of solvent polarity on the reaction of 3-aryl-N-carboxamido-and 3-aryl-N- alkoxycarbonyl oxaziridines has been studied and an efficient procedure for high yielding sulfimidation developed by use of polar solvents. The first examples of asymmetric sulfimidation using novel chiral oxaziridines have been carried out with low diastereoselectivity (up to 30% de).