Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 26, Pages 7475-7478Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201703833
Keywords
alkynes; asymmetric catalysis; dearomatization; heterocycles; palladium
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Funding
- National Natural Science Foundation of China [21372202, 21502169, 21522207]
- Natural Science Foundation of Zhejiang Province [LR14B020001, LQ15B020003]
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Palladium-catalyzed enantioselective dearomative arylalkynylation of N-substituted indoles, through a Heck/Sonogashira sequence, was established using a new BINOL-based phosphoramidite as the chiral ligand. A wide range of 2,3-disubstituted indolines, bearing vicinal quaternary and tertiary stereocenters, were efficiently constructed in one step with excellent enantioselectivities (up to 97% ee) and diastereoselectivities (> 20:1).
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