Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 47, Pages 15534-15538Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201810472
Keywords
asymmetric C-H activation; desymmetrization; enantiodivergence; rhodium; sulfoximes
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Funding
- NSFC [21525208, 21472186]
- SNNU
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Rh-III- and Ir-III-catalyzed asymmetric C-H functionalization reactions of arenes have relied on the employment of chiral Rh-III/Ir-III cyclopentadienyl catalysts, the introduction of chiral carboxylic acids to achiral Cp*RhX2 catalysts, and the integration of both strategies. Despite considerable progress, each reaction only provided a specific configuration of the enantioenriched product when using a particular chiral catalyst. Reported in this work is the enantiodivergent coupling of sulfoximines with various diazo compounds by Rh-III-catalyzed desymmetrizing annulation. The enantiodivergence was enabled by a judicious choice of achiral carboxylic acids, and the enantioselectivity correlates with the steric bias of the carboxylic acid and the sulfoximine.
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