Asymmetric Diels-Alder reactions of 5-substituted and 5,6-disubstituted (S)-2-(p-tolylsulfinyl)-1,4-benzoquinones with cyclopentadiene and trans-piperylene

被引：15

作者：

Carreño, MC ^{[1
]}

Ruano, JLG ^{[1
]}

Lafuente, C ^{[1
]}

Toledo, MA ^{[1
]}

机构：

[1] Univ Autonoma Madrid, Dept Quim Organ C1, E-28049 Madrid, Spain

来源：

TETRAHEDRON-ASYMMETRY | 1999年 / 10卷 / 06期

关键词：

D O I：

10.1016/S0957-4166(99)00094-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A systematic study of reactions between 5-substituted and 5,6-disubstituted (S)-2-p-tolylsulfinyl-p-benzoquinones and cyclopentadiene or trans-piperylene is reported. Complete regio and pi-facial selectivities are observed. The different behaviours of cyclic and acyclic dienes in the presence of ZnBr2 (cyclopentadiene showed reversed diastereoselection) and the role of BF3 . OEt2 are discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：1119 / 1128

页数：10

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