Enantioselective Synthesis of α-Amino Nitriles from <i>N</i>-Benzhydryl Imines and HCN with a Chiral Bicyclic Guanidine as Catalyst
作者:E. J. Corey、Michael J. Grogan
DOI:10.1021/ol990623l
日期:1999.7.1
[formula: see text] A novel catalytic enantioselective Strecker synthesis of chiral alpha-amino nitriles and alpha-amino acids is described and analyzed with regard to the possible mechanistic basis for stereoselectivity. Key features of the enantioselective process include (1) the use of the chiral bicyclic guanidine 1 as catalyst and (2) the use of the N-benzhydryl substituent on the imine substrate
描述和分析了手性α-氨基腈和α-氨基酸的新型催化对映选择性Strecker合成方法,并分析了立体选择性的可能机理。对映选择性方法的关键特征包括(1)使用手性双环胍1作为催化剂和(2)在亚胺底物上使用N-苯甲酰基取代基。