Chirality control in the enantioselective arylation of aromatic aldehydes catalyzed by cis-(1R,2S)-2-benzamidocyclohexanecarboxylic acid derived 1,3-aminoalcohols

A series of chiral 1,3-aminoalcohols derived from cis-(1R,2S)-2-benzamidocyclohexanecarboxylic acid were synthesized and applied to the enantioselective arylation of aromatic aldehydes The reactions exhibited good yields (up to 90%) and moderate to high enantioselectivities (up to 99%) Not only the enantioselectivity but also the stereochemistry of the product were controlled by the substituent effect of the chiral ligands. (c) 2010 Elsevier Ltd All rights reserved