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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.