Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 130, Issue 33, Pages 10878-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja8041004
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Funding
- Global COE program in Chemistry of Nagoya University
- Ministry of Education, Culture, Sports, Science and Technology, Japan
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A chiral ammonium betaine, an intramolecular ion-pairing quaternary ammonium aryloxide 3, has been designed and its vast potential as an enantioselective organic base catalyst has been successfully demonstrated in the highly enantioselective direct Mannich-type reaction of alpha-substituted alpha-nitrocarboxylates 2 with various N-Boc imines 1. The present study provides a conceptually new approach toward the design of bifunctional, chiral quaternary ammonium salts and their utilizations as a homogeneous organic molecular catalyst.
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