Tetrahedron

Studies of intramolecular alkylidene carbene reactions; an approach to heterocyclic nucleoside bases

G Hobley, K Stuttle, M Wills

Index: Hobley, Gerard; Stuttle, Keith; Wills, Martin Tetrahedron, 2003 , vol. 59, # 26 p. 4739 - 4748

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Citation Number: 17

Abstract

A series of investigations into the applications of intramolecular cyclisations of alkylidene carbenes are described. The insertion reaction of the carbene generated from 1, 4-di (tert- butyldimethylsilyloxy)-3-benzyloxy-butane-2-one to the benzylic position proceeded in good yield and a diastereoselectivity of 3.6: 1. The corresponding insertion process of 1, 4-di (tert- butyldimethylsilyloxy)-3-methyloxymethyl-butane-2-one gave a mixture of products, ...