Metalloporphyrin Cr(TPP)Cl-catalyzed Claisen rearrangement of simple aliphatic allyl vinyl ethers and its unique stereoselectivity

被引：45

作者：

Takanami, T ^{[1
]}

Hayashi, M ^{[1
]}

Suda, K ^{[1
]}

机构：

[1] Meiji Pharmaceut Univ, Tokyo 2048588, Japan

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 16期

基金：

日本学术振兴会;

关键词：

allyl vinyl ether; chromium(III) porphyrin complex; Claisen rearrangement; Lewis acid catalyst; (Z)-gamma 6-unsaturated aldehyde;

D O I：

10.1016/j.tetlet.2005.02.136

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The catalytic Z-selective Claisen rearrangement of simple aliphatic allyl vinyl ethers can be achieved using a chromium(III) porphyrin complex, Cr(TPP)CI, as a catalyst: Cr(TPP)CI significantly enhances reversal of E-Z selectivity in the thermal Claisen rearrangement of allyl vinyl ethers, especially, 4,5- and 4,6-disubstituted derivatives, at low catalyst loading. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：2893 / 2896

页数：4

共 41 条

[1] Highly enantioselective catalytic asymmetric Claisen rearrangement of 2-alkoxycarbonyl-substituted allyl vinyl ethers [J].