Polymer-supported thioanisole: a versatile platform for organic synthesis reagents

被引：22

作者：

Choi, MKW ^{[1
]}

Toy, PH ^{[1
]}

机构：

[1] Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China

来源：

TETRAHEDRON | 2004年 / 60卷 / 12期

关键词：

thioanisole; JandaJel (TM); epoxide;

D O I：

10.1016/j.tet.2004.01.074

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new cross-linked polystyrene-supported thioanisole reagent is reported. This reagent incorporates the flexible JandaJel(TM) cross-linker and can be treated with methyl trifluoromethanesulfonate to form the corresponding sulfonium salt. This salt can in turn be deprotonated to form a polymer-supported sulfur ylide that is able to react with aldehydes and ketones to form epoxides. The thioanisole reagent can also be oxidized to form an insoluble sulfoxide reagent that is useful in Swern oxidation reactions. In these reactions, the polymer-supported thioanisole-based reagents can be recovered, regenerated and reused. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：2875 / 2879

页数：5

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