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).

引用

页码：4323 / 4325

页数：3

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