Tetrahedron

Five membered ring formation of 2-hydroxyalkyl malonate and acetoacetate derivatives the problem of O-versus C-alkylation

E Adams, M Hiegemann, H Duddeck, P Welzel

Index: Adams, Elisabeth; Hiegemann, Monika; Duddeck, Helmut; Welzel, Peter Tetrahedron, 1990 , vol. 46, # 17 p. 5975 - 5992

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Citation Number: 22

Abstract

The cyclization reactions of type 32, 34, 36, 37/38 compounds have been studied with the aim of achieving a carbon-carbon bond forming reaction at C-2 of optically active glycerol derivatives as indicated in Scheme 1. In all cases O-alkylation at the proximal CO group has been observed.