Allyl sulfoxides as precursors for radical two-carbon ring expansion of cyclobutanones

被引：0
|
作者：
Chuard, R
Giraud, A
Renaud, P
机构：
[1] Univ Bern, Dept Chem & Biochem, CH-3000 Bern 9, Switzerland
[2] Univ Fribourg, Dept Chem, CH-1700 Fribourg, Switzerland
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2002年 / 41卷 / 22期
关键词：
ketones; radical reactions; ring expansion; sigmatropic rearrangement; sulfoxides;
D O I：
10.1002/1521-3773(20021115)41:22<4323::AID-ANIE4323>3.0.CO;2-9
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The two-carbon ring expansion of cycloalkanones is now possible in a two-step procedure. This procedure is based on an unusual cascade reaction that consists of a [2,3]-sigmatropic rearrangement (Mislow-Braverman-Evans rearrangement) of an allylic sulfoxide followed by a radical fragmentation-cyclization process (see scheme; AIBN = azobisisobutyronitrile).
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页码：4323 / 4325
页数：3
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