Issue 14, 1993

(5R)-7,8:9,10-Di-O-isopropylidene-2,6-dioxa-4-azaspiro[4,5]decan-3-one: a new chiral spirooxazolidin-2-one derived from D-(+)-galactose for use in asymmetric transformations

Abstract

Starting from D-(+)-galactose, the crystalline spirooxazolidin-2-one 2 can be readily prepared in an optically pure state by a nitrene-mediated four-step sequence, and serves to control both aldol and Diels–Alder reactions with high chiral efficiency, being easy to remove after use.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1993, 1146-1148

(5R)-7,8:9,10-Di-O-isopropylidene-2,6-dioxa-4-azaspiro[4,5]decan-3-one: a new chiral spirooxazolidin-2-one derived from D-(+)-galactose for use in asymmetric transformations

M. R. Banks, A. J. Blake, J. I. G. Cadogan, I. M. Dawson, S. Gaur, I. Gosney, R. O. Gould, K. J. Grant and P. K. G. Hodgson, J. Chem. Soc., Chem. Commun., 1993, 1146 DOI: 10.1039/C39930001146

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