Enantioselective alkynylation and phenylation of aromatic aldehydes promoted by atropisomeric 1,1 '-binaphthylazepine-based amino alcohols

摘要

The atropisomeric 1,1-binaphthylazepine-based 1,2-amino alcohols 1b and le were tested as catalysts in the enantioselective addition of zinc pherrylacetylide and diphenylzinc to aromatic alclehydes in order to achieve, respectively, optically active propargyl alcohols and diarylcarbinols. In both these reactions, ligand le proved to be more efficient than 1b, affording ees up to 70% in the addition of phenylacetylene to arylaldehydes and eeS Lip to 54% in the diphenylzinc addition. (c) 2005 Elsevier Ltd. All rights reserved.