Tetrahedron

Directed ring-closing metathesis of trienes by silyl substitution

C Schultz-Fademrecht, PH Deshmukh, K Malagu…

Index: Schultz-Fademrecht, Carsten; Deshmukh, Prashant H.; Malagu, Karine; Procopiou, Panayiotis A.; Barrett, Anthony G.M. Tetrahedron, 2004 , vol. 60, # 35 p. 7515 - 7524

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Citation Number: 16

Abstract

A synthetic strategy for 'disarming'a terminal alkene by substitution with a bulky silyl blocking group has been developed. In a series of model studies, sequential selective ring-closing metathesis of trienes followed by selective mono-hydrogenation of the resulting diene is described. The bulky silylated alkene is activated for a subsequent cross-metathesis reaction with a range of diverse alkenes by protodesilylation.

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