Reaction of Baylis-Hillman products with Swern and Dess-Martin oxidants

被引：53
作者：
Lawrence, NJ
Crump, JP
McGown, AT
Hadfield, JA
机构：
[1] Cardiff Univ, Dept Chem, Cardiff CF10 3TB, S Glam, Wales
[2] Christie Hosp NHS Trust, Paterson Inst Canc Res, CRC Dept Drug Dev & Imaging, Manchester M20 4BX, Lancs, England
[3] Univ Manchester, Dept Chem, Manchester M60 1QD, Lancs, England
来源：
TETRAHEDRON LETTERS | 2001年 / 42卷 / 23期
基金：
英国工程与自然科学研究理事会;
关键词：
D O I：
10.1016/S0040-4039(01)00587-1
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The Baylis-Hillman adducts of aryl aldehydes and alkyl acrylates are efficiently oxidized to the corresponding alpha -methylene-beta -keto esters with the Dess-Martin periodinane. The attempted Swern oxidation of the same adducts resulted in S(N)2 ' -type substitution of the allylic hydroxyl group by chloride. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：3939 / 3941
页数：3
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