Journal
CHEMCATCHEM
Volume 12, Issue 19, Pages 4862-4870Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cctc.202000810
Keywords
organocatalysis; enantioselectivity; asymmetric synthesis; chiral phosphoric acid; indole
Categories
Funding
- NSFC [21772069, 21831007]
- TAPP
- Six Kinds of Talents Project of Jiangsu Province [SWYY-025]
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A chiral phosphoric acid-catalyzed asymmetric 1,4-addition of benzofuran-derived azadienes with 3-substituted indoles has been established, which offered enantioenriched tri(hetero)arylmethane products in generally good yields (up to 98 %) and high enantioselectivities (up to 99 : 1 er). This reaction has not only realized the application of chiral phosphoric acid as a competent catalyst in the asymmetric transformations of benzofuran-derived azadienes, but also has accomplished the task of developing chiral Bronsted acid-catalyzed asymmetric 1,4-additions of benzofuran-derived azadienes, which will enrich the research contents of chiral phosphoric acid catalysis and the chemistry of benzofuran-derived azadienes.
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