Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 18, Pages 5129-5133Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201801146
Keywords
desymmetrization; C-H activation; palladium; parallel kinetic resolution; sulfoxide
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Funding
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
- National Basic Research Program of China (973 Program) [2015CB856600]
- National Science Foundation of China [21602213, 21522208, 21372209]
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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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