联二芳基轴手性有机小分子催化合成氧化吲哚类螺环化合物

Synthesis of spirooxindoles catalyzed by biaryl axiallyl chiral organic small molecules

摘要: 由(R)-2,2′-二羟基-1,1′-联二萘-3,3′-二羧酸与手性胺反应合成轴手性联二萘酚酰胺类的有机催化剂( 1a ～ 1d )，将其用于催化合成螺双烯酮-羟吲哚的反应. 实验结果表明：在40 ℃下，以二氯甲烷为溶剂，x=20% 1d 作为催化剂，合成的螺环化合物获得较好的收率（93%）和较高的对映选择性（91%）.

Abstract: Organic catalysts of the axial chiral binaphtholamides( 1a ～ 1d ) were synthesized by reaction of (R)-2, 2′-dihydroxy-1, 1′-binaphthalene-3, 3′-dicarboxylic acid and chiral amines. It was used to catalyze asymmetric reaction of diketene with oxindole.The reaction was performed in the presence of 20%(x) at 40 °C in CH₂Cl₂, spirooxindoles can be obtained with higher yield (up to 93%) and better enantioselectivities(up to 91% ee).