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 |
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Format: | Artikel |
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. |
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ISSN: | 1433-7851 1521-3773 |
DOI: | 10.1002/anie.201801146 |