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手性助剂控制的不对称反应是不对称合成的主要方法之一.采用不同空间位阻Evans手性助剂对呋喃基丙烯酸进行立体选择性控制,通过不同空间位阻的格氏试剂对Michael受体1进行不对称1,4-Michael加成反应研究,合成了一系列新的Michael加成产物2a～2h.研究结果表明手性助剂及格氏试剂的空间位阻是影响反应立体选择性的主要因素.当手性助剂及格氏试剂的取代基为芳基时,产物的de值都大于95%,而取代基为烷基、苄基及脂环基时,产物的de值则低于70%.
The asymmetric reaction controlled by chiral auxiliaries is one of the main methods of asymmetric synthesis.Using different sterically hindered Evans chiral auxiliaries to stereoselectively control furanyl acrylic acid, the Michaelis-Menten reaction of Michael A series of new Michael adducts 2a ~ 2h were synthesized by asymmetric 1,4-Michael addition reaction of acceptor 1. The results show that the steric hindrance of chiral auxiliaries and Grignard reagents is the effect of stereoselectivity Of the main factors.When the chiral auxiliary agent and Grignard reagent aryl substituents, the product de value is greater than 95%, while the substituents for the alkyl, benzyl and alicyclic, the product of the de value is low At 70%.