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铟(II)催化的异吲哚酮与烯丙基三甲基硅烷的高度对映选择性Sakurai-Hosomi反应。

A highly enantioselective Hg(ii)-catalyzed Sakurai-Hosomi reaction of isatins with allyltrimethylsilanes.

作者信息

Cao Zhong-Yan, Jiang Jia-Sheng, Zhou Jian

机构信息

Shanghai Key Laboratory of Green Chemistry and Chemical Process, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, P. R. China.

出版信息

Org Biomol Chem. 2016 Jun 28;14(24):5500-4. doi: 10.1039/c5ob02582f. Epub 2016 Jan 6.

Abstract

A chiral complex derived from (S)-difluorophos and Hg(OTf)2 is identified as a powerful catalyst for the Sakurai-Hosomi reaction of isatins with allyltrimethylsilane, allowing the facile synthesis of valuable building blocks 3-allyl-3-hydroxyoxindoles in up to 97% ee, with only 0.5-1.0 mol% of catalyst loading.

摘要

一种由(S)-二氟膦和Hg(OTf)₂衍生的手性配合物被鉴定为异吲哚酮与烯丙基三甲基硅烷的Sakurai-Hosomi反应的高效催化剂,仅需0.5-1.0 mol%的催化剂负载量,就能轻松合成对映体过量高达97%的有价值的结构单元3-烯丙基-3-羟基氧化吲哚。

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