期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 59, 期 29, 页码 12199-12205出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202003288
关键词
asymmetric catalysis; carbonylation; monodentate ligand; palladium; synthetic methods
资金
- National Natural Science Foundation of China [NSFC-21971204, 21622203, 21702161]
Reported herein is the development of the first enantioselective monodentate ligand assisted Pd-catalyzed domino Heck carbonylation reaction with CO. The highly enantioselective domino Heck carbonylation of N-aryl acrylamides and various nucleophiles, including arylboronic acids, anilines, and alcohols, in the presence of CO was achieved. A novel monodentate phosphoramidite ligand, Xida-Phos, has been developed for this reaction and it displays excellent reactivity and enantioselectivity. The reaction employs readily available starting materials, tolerates a wide range of functional groups, and provides straightforward access to a diverse array of enantioenriched oxindoles having beta-carbonyl-substituted all-carbon quaternary stereocenters, thus providing a facile and complementary method for the asymmetric synthesis of bioactive hexahydropyrroloindole and its dimeric alkaloids.
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