Catalytic Enantioselective Intermolecular Desymmetrization of 3-Substituted Oxetanes

被引:98
作者
Wang, Zhaobin [1 ]
Chen, Zhilong [1 ]
Sun, Jianwei [1 ]
机构
[1] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Hong Kong, Peoples R China
关键词
asymmetric catalysis; nucleophilic addition; organocatalysis; strained molecules; sulfur; RING EXPANSION; ASYMMETRIC EPOXIDATION; ACID; OXIDATION; OXIRANE; OLEFINS;
D O I
10.1002/anie.201300188
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Wring it out: The title reaction proceeds in the presence of chiral Brønsted acid catalysts. This efficient ring-opening process features low catalyst loading, mild reaction conditions, broad functional group compatibility, high enantioselectivity, and the capability to generate chiral quaternary centers. The highly functionalized desymmetrization products are versatile chiral building blocks in organic synthesis. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:6685 / 6688
页数:4
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