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

Authors
Lefebvre, O Brigaud, T Portella, C
Citation
O. Lefebvre et al., Mixed organofluorine-organosilicon chemistry. 10. Allylation and benzylation of difluoroenoxysilanes. Application to the synthesis of gem-difluoroterpene analogues, TETRAHEDRON, 55(23), 1999, pp. 7233-7242
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
23
Year of publication
1999
Pages
7233 - 7242
Database
ISI
SICI code
0040-4020(19990604)55:23<7233:MOC1AA>2.0.ZU;2-S
Abstract
Acylsilane and trifluoromethyltrimethylsilane gave, under fluoride initiati on, a difluoroenoxysilane which is used in situ in a Lewis add catalyzed co upling with a prenyl ester or a benzylic bromide. The advantage of this one -pot procedure was illustrated by its use in the synthesis of gcm-difluoro analogues of terpenes (dehydro-or-curcumene and or-turmerone). (C) 1999 Els evier Science Ltd. All rights reserved.