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Influence of steric factors on the rates of thermal racemisation of N-alkyl-oxaziridines. Isolation of an enantiomer whose optical activity is due solely to a tercovalent asymmetric nitrogen atom
Journal of the Chemical Society D: Chemical Communications Pub Date : , DOI:10.1039/C2969001086B
Abstract

The influence of steric factors on the optical stability of N-alkyl-diphenyloxaziridines is proved by an 8000-fold higher rate of racemisation of the t-butyl as compared with the methyl derivative; the optically active t-butyl derivative is the first example of a highly pure enantiomer whose optical activity is due solely to a tercovalent non-bridgehead nitrogen.

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