Synthesis and fluoride-promoted Wittig rearrangements of alpha-alkoxysilanes

Authors
Maleczka, RE Geng, F
Citation
Re. Maleczka et F. Geng, Synthesis and fluoride-promoted Wittig rearrangements of alpha-alkoxysilanes, ORG LETT, 1(7), 1999, pp. 1111-1113
Citations number
29
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
7
Year of publication
1999
Pages
1111 - 1113
Database
ISI
SICI code
1523-7060(19991007)1:7<1111:SAFWRO>2.0.ZU;2-G
Abstract
[GRAPHICS] Lewis acid-catalyzed reaction of allyl and benzyl trichloroacetimidates wit h alpha-silyl alcohols was found to be a general method for the synthesis o f alpha-alkoxysllanes. Upon exposure to CsF, these alpha-alkoxysilanes coul d be made to undergo [2,3]-Wittig rearrangement with an efficiency similar to that realized by the analogous but inherently more toxic alpha-alkoxysta nnanes.