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

The first example of PdII‐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...

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Veröffentlicht in:Angewandte Chemie International Edition 2018-04, Vol.57 (18), p.5129-5133
Hauptverfasser: Zhu, Yu‐Chao, Li, Yan, Zhang, Bo‐Chao, Zhang, Feng‐Xu, Yang, Yi‐Nuo, Wang, Xi‐Sheng
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Sprache:eng
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Zusammenfassung:The first example of PdII‐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 PdII‐catalyzed enantioselective C(sp2)−H functionalization through PKR, and it represents a novel strategy to construct sulfur chiral centers. A PdII‐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 through both desymmetrization and parallel kinetic resolution (PKR). This is the first reported PdII‐catalyzed enantioselective C(sp2)−H functionalization through PKR, and it represents a novel strategy to construct sulfur chiral centers.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201801146