Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2011, Issue 9, Pages 1636-1640Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201001653
Keywords
Aza-Friedel-Crafts reaction; Asymmetric catalysis; Organocatalysis; Alkaloids; Sulfur
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Funding
- University Grant Commission (UGC), India
- Department of Science and Technology (DST), India
- UGC, India, under CAS-I
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The first organocatalytic asymmetric aza-Friedel-Crafts reaction of naphthols with N-sulfonyl imines has been developed. The cupreine-derived bifunctional organocatalyst BzCPN efficiently catalyzes the formation of aza-Friedel-Crafts prod-ucts in good to excellent yields (up to 99%) with high enantioselectivities (up to 99.5: 0.5 er) under mild reaction conditions, with a low catalyst loading (2-5 mol-%), and in an aerobic environment.
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