Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 39, Pages 13614-13617Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja508523g
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Funding
- National Institutes of Health [GM-099920, GM-43214]
- NSERC
- Vertex Pharmaceuticals, Inc.
- NIH [GM-067041]
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We report the development of a catalytic method for the enantioselective addition of indoles to pyrone-derived electrophiles. Arylpyrrolidino-derived thioureas catalyze the addition with high stereoselectivity in the presence of catalytic quantities of an achiral Bronsted acid. The indole-pyrone adducts feature a quaternary stereocenter and represent an unusual class of indolines bearing structural resemblance to the hybrid natural product pleiocarpamine.
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