Tetrahedron

Stereoselectivity in the Peterson reaction-application to the synthesis of BRL 49467.

…, EA Crowe, NJ Dixon, GR Geen, IS Mann, MR Shipton

Index: Bell, David; Crowe, Eleanor A.; Dixon, Nicholas J.; Geen, Graham R.; Mann, Inderjit S.; Shipton, Mark R. Tetrahedron, 1994 , vol. 50, # 22 p. 6643 - 6652

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Citation Number: 11

Abstract

The E: Z selectivity in the introduction of the tri-substituted double bond in BRL 49467 could be controlled by the choice of base and silyl group used in a Peterson olefination reaction. The method allowing optimum E-selectivity was developed such that it could be scaled up to 100mmol.