Three-component, room temperature crotylation catalyzed by solid-supported Bronsted acid: Enantioselective synthesis of homoallylic carbamates
Three-component, room temperature crotylation catalyzed by solid-supported Bronsted acid: Enantioselective synthesis of homoallylic carbamates
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DOI：
10.1021/ol051885s
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发表时间：
2005-10-13
期刊：
影响因子：
5.2
通讯作者：
Panek, JS
中科院分区：
文献类型：
--
作者：
Lipomi, DJ;Panek, JS
本文报道了一种非均相的三组分巴豆酰化反应。该反应在环境温度下在MeCN中进行，并由大孔聚苯乙烯结合的磺酸（MP-TsOH）催化。后处理通过过滤完成，在过滤后催化剂可回收。一系列高烯丙基胺等价物已经以高度立体选择性的方式从相应的醛、氨基甲酸酯和手性（E）-巴豆基硅烷制备。
A heterogeneous, three-component crotylation of in situ generated N-acyl iminium ions has been developed. This reaction proceeds under ambient temperature in MeCN and is catalyzed by macroporous polystyrene-bound sulfonic acid (MP-TsOH). Workup is accomplished by filtration, upon which the catalyst is recoverable. A range of homoallylic amine equivalents have been prepared from the corresponding aldehydes, carbamates, and chiral (E)-crotylsilanes in a highly stereoselective manner.