Tan Bin, Chua Pei Juan, Li Yongxin, Zhong Guofu
Division of Chemistry & Biological Chemistry, School of Physical and Mathamatical Sciences, Nanyang Technological University, Singapore, Singapore.
Org Lett. 2008 Jun 19;10(12):2437-40. doi: 10.1021/ol8007183. Epub 2008 May 20.
A novel organocatalytic asymmetric tandem Michael-Henry reaction catalyzed by 9-amino-9-deoxyepiquinine (VI) has been developed. The reaction was efficiently catalyzed by catalyst VI to give highly functionalized cyclohexanes with four stereogenic carbons including two quaternary stereocenters in excellent enantioselectivities (97 to >99% ee) and high diastereoselectivities (93:7-99:1 dr). Thus, the first organocatalytic asymmetric Henry reaction of common ketones as acceptors is shown.
一种由9-氨基-9-脱氧表奎宁（VI）催化的新型有机催化不对称串联迈克尔-亨利反应已被开发出来。催化剂VI能高效催化该反应，以优异的对映选择性（97%至>99% ee）和高非对映选择性（93:7 - 99:1 dr）生成具有四个立体中心碳（包括两个季碳立体中心）的高度官能化环己烷。因此，展示了首例以普通酮作为受体的有机催化不对称亨利反应。
