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

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201801146

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