Palladium‐Catalyzed Enantioselective C−H Olefination of Diaryl Sulfoxides through Parallel Kinetic Resolution and Desymmetrization | Zendy

Zhu YuChao | Zendy; Li Yan | Zendy; Zhang BoChao | Zendy; Zhang FengXu | Zendy; Yang YiNuo | Zendy; Wang XiSheng | Zendy

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Palladium‐Catalyzed Enantioselective C−H Olefination of Diaryl Sulfoxides through Parallel Kinetic Resolution and Desymmetrization

Author(s) -

Zhu YuChao,

Li Yan,

Zhang BoChao,

Zhang FengXu,

Yang YiNuo,

Wang XiSheng

Publication year - 2018

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201801146

Subject(s) - desymmetrization , enantioselective synthesis , kinetic resolution , palladium , chemistry , catalysis , stereochemistry , sulfoxide , combinatorial chemistry , organic chemistry

The first example of Pd II ‐catalyzed enantioselective C−H olefination with non‐chiral or racemic sulfoxides as directing groups was developed. A variety of chiral diaryl sulfoxides were synthesized with high enantioselectivity (up to 99 %) through both desymmetrization and parallel kinetic resolution (PKR). This is the first report of Pd II ‐catalyzed enantioselective C(sp 2 )−H functionalization through PKR, and it represents a novel strategy to construct sulfur chiral centers.

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