Ring-opening of oxiranes by silyl-substituted allyl anions. A regiochemical chameleon

authored by
Ernst Schaumann, Andreas Kirschning
Abstract

Lithiated allylsilanes 1 undergo smooth addition to epoxides 4 with variable α, γ regioselectivity yielding the C-silylated enols 5,7 and 6,8, respectively. γ-Selectivity can be successfully enhanced by use of cuprates.

External Organisation(s)
Universität Hamburg
Type
Article
Journal
Tetrahedron Letters
Volume
29
Pages
4281-4284
No. of pages
4
ISSN
0040-4039
Publication date
1988
Publication status
Published
Peer reviewed
Yes
ASJC Scopus subject areas
Biochemistry, Drug Discovery, Organic Chemistry
Electronic version(s)
https://doi.org/10.1016/S0040-4039(00)80474-8 (Access: Unknown)