Silylene oxonium ylides: di- tert-butylsilylene insertion into C–O bonds

Allylic ethers undergo insertions of silylenes into C–O bonds to form allylic silanes. Silylene insertion into C–O acetal bonds was also observed. Formation of silylene ylide intermediates led to [1,2]-Stevens rearrangement products as well as [2,3]-sigmatropic products depending upon the steric env...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron 2009-07, Vol.65 (28), p.5608-5613
Main Authors: Bourque, Laura E., Haile, Pamela A., Loy, Janice M.N., Woerpel, K.A.
Format: Article
Language:English
Subjects:
Allylic silanes
Oxonium ylide
Silylene
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Allylic ethers undergo insertions of silylenes into C–O bonds to form allylic silanes. Silylene insertion into C–O acetal bonds was also observed. Formation of silylene ylide intermediates led to [1,2]-Stevens rearrangement products as well as [2,3]-sigmatropic products depending upon the steric environment of the starting allylic ether. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2009.04.016