Tetrahedron

Mixed organofluorine-organosilicon chemistry. 10. Allylation and benzylation of difluoroenoxysilanes. Application to the synthesis of gem-difluoroterpene analogues

O Lefebvre, T Brigaud, C Portella

Index: Lefebvre, Olivier; Brigaud, Thierry; Portella, Charles Tetrahedron, 1999 , vol. 55, # 23 p. 7233 - 7242

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Citation Number: 26

Abstract

Acylsilane and trifluoromethyltrimethylsilane gave, under fluoride initiation, a difluoroenoxysilane which is used in situ in a Lewis acid catalyzed coupling with a prenyl ester or a benzylic bromide. The advantage of this one-pot procedure was illustrated by its use in the synthesis of gem-difluoro analogues of terpenes (dehydro-α-curcumene and α- turmerone).

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