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铜催化的α,β-不饱和羰基化合物通过硅基双烯醇醚进行的γ-磺酰化反应

Copper-Catalyzed γ-Sulfonylation of α,β-Unsaturated Carbonyl Compounds by Means of Silyl Dienol Ethers.

作者信息

Liu Xiaoguang, Chen Xiaohong, Mohr Justin T

机构信息

Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607, United States.

出版信息

Org Lett. 2015 Jul 17;17(14):3572-5. doi: 10.1021/acs.orglett.5b01675. Epub 2015 Jul 1.

Abstract

A regioselective method for the introduction of sulfonyl groups at the γ-carbon of enone systems is reported. Using a copper catalyst and readily available sulfonyl chlorides, a range of silyl dienol ethers are sulfonylated in good yield under mild reaction conditions. The sulfone derivatives formed are poised for further synthetic manipulations as demonstrated by regioselective alkylations.

摘要

报道了一种在烯酮体系的γ-碳上引入磺酰基的区域选择性方法。使用铜催化剂和容易获得的磺酰氯,一系列甲硅烷基双烯醇醚在温和的反应条件下以良好的产率被磺酰化。如区域选择性烷基化所示,所形成的砜衍生物易于进行进一步的合成操作。

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