Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 142, Issue 46, Pages 19451-19456Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.0c08329
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Funding
- NSFC [21672052, 21925103]
- PhD Research Foundation of Henan University of Technology [2019BS003]
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A radical-based asymmetric olefin difunctionalization strategy for rapidly forging all-carbon quaternary stereocenters alpha to diverse azaarenes is reported. Under cooperative photoredox and chiral Bronsted acid catalysis, cyclopropylamines with alpha-branched 2-vinylazaarenes can undergo a sequential two-step radical process, furnishing various valuable chiral azaarene-substituted cyclopentanes. The use of the rigid and confined C-2-symmetric imidodiphosphoric acid catalysts achieves high enantio- and diastereo-selectivities for these asymmetric [3 + 2] cycloadditions.
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