The phenylsulfonyl group as an endo stereochemical controller in intramolecular Pauson-Khand reactions of 3-oxygenated 1,6-enynes

被引：0

作者：

Adrio, J ^{[1
]}

Rivero, MR ^{[1
]}

Carretero, JC ^{[1
]}

机构：

[1] Univ Autonoma Madrid, Dept Quim Organ, Fac Ciencias, E-28049 Madrid, Spain

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2000年 / 39卷 / 16期

关键词：

asymmetric synthesis; cyclizations; enynes; Pauson-Khand reactions; sulfones;

D O I：

10.1002/1521-3773(20000818)39:16<2906::AID-ANIE2906>3.0.CO;2-8

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Unlike the usual exo-selective Pauson-Khand cyclization of allylic-substituted 1,6-enynes, the reaction of 1,6-enynes with γ-oxygenated α,β-unsaturated sulfone structures occurs with high endo stereoselectivity. As the starting enynes are available in enantiopure form and the sulfonyl group can be easily eliminated, this procedure constitutes a stereocomplementary approach to the asymmertic synthesis of bicyclo[3.3.0]oct-1-en-3-ones [Eq. (1)].

引用

页码：2906 / 2909

页数：4

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