Chirality control by substituents in the asymmetric addition of Et2Zn to aromatic aldehydes catalyzed by cis-(1R,2S)-2-benzamidocyclohexanecarboxylic acid derived 1,3-aminoalcohols

[出版社版]A series of novel optically active 1,3-aminoalcohols based on cis-(1R,2S)-2-benzamido- cyclohexanecarboxylic acid and trans-(1R,2R)-2-benzamidocyclohexanecarboxylic acid were synthesized and used in the asymmetric diethylzinc addition to aromatic aldehydes. Not only the enantioselectivity but also the stereochemistry of the product were controlled by the N-substituents and the substituents on the vicinity carbon to hydroxyl group of the cis-derivatives