Design of a New Bimetallic Catalyst for Asymmetric Epoxidation and Sulfoxidation

Design of a New Bimetallic Catalyst for Asymmetric Epoxidation and Sulfoxidation
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DOI:
10.1021/jacs.5b11429
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发表时间:
2015-12-23
影响因子:
15
通讯作者:
Yamamto, Hisashi
Yamamto, Hisashi
中科院分区:
化学1区
文献类型:
--
作者:
Bhadra, Sukalyan;Akakura, Matsujiro;Yamamto, Hisashi

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开发了一种新的手性束缚 8-羟基喹啉配体类。配体的双核钛配合物通过一种新颖的机制起作用,允许伯和叔高烯丙醇(高达 98% ee)以及 2-烯丙酚(高达 92% ee)的区域和立体选择性环氧化。新的催化剂体系还促进γ-羟丙基硫醚的不对称氧化,产生迄今为止无法获得的一类重要的手性亚砜(高达95% ee)。
A new chiral tethered 8-quinolinol-based ligand class is developed. The binuclear titanium complex of the ligand operates through a novel mechanism allowing for the regio- and stereoselective epoxidation of primary and tertiary homoallylic alcohols (up to 98% ee), as well as first examples of 2-allylic phenols (up to 92% ee). The new catalyst system also promotes the asymmetric oxidation of gamma-hydroxypropyl sulfides giving an important class of chiral sulfoxides that have been inaccessible to date (up to 95% ee).