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ID 194
file
creator
Ohnishi, Yuji
subject
Cyanides
Cyanohydrins
Cyclization
Rearrangements
Silicon and Compounds
NDC
Chemistry
abstract
The reactions of acylsilanes with KCN under liquid–liquid phase-transfer catalytic conditions proceeded smoothly via the Brook rearrangement to produce O-silylated cyanohydrin derivatives in excellent yields. We also found that α-cyano carbanions generated by the Brook rearrangement in the reaction of (β-(trimethylsilyl)acryloyl)silane 7 can undergo alkylation at the γ-position and that in the reaction of β-bromoacylsilane 14 intramolecular alkylation occurs to afford cyclopropanone cyanohydrin derivative 16.
journal title
Tetrahedron letters
volume
Volume 41
issue
Issue 21
start page
4169
end page
4172
date of issued
2000-05-29
publisher
Elsevier Science Ltd.
issn
0040-4039
language
eng
nii type
Journal Article
HU type
Journal Articles
DCMI type
text
format
application/pdf
text version
author
rights
Copyright (c) 2000 Elsevier Science Ltd.
relation is version of URL
http://dx.doi.org/10.1016/S0040-4039(00)00560-8
department
Graduate School of Biomedical Science