Asymmetric Synthesis of Pentasubstituted Cyclohexanes through Diphenylprolinol Silyl Ether Mediated Domino Michael/Michael Reaction
Asymmetric Synthesis of Pentasubstituted Cyclohexanes through Diphenylprolinol Silyl Ether Mediated Domino Michael/Michael Reaction
复制标题
DOI：
10.1002/ejoc.202101106
复制
发表时间：
2021-12-28
影响因子：
2.8
通讯作者：
Hayashi，Yujiro
中科院分区：
文献类型：
--
作者：
Odoh，Amaechi Shedrack;Aidanpaa，Louise;Hayashi，Yujiro
以二苯基脯氨醇硅基醚为催化剂，建立了α，β -不饱和醛1和α -乙酰- β -取代- α，β -不饱和酯2的不对称多米诺Michael/Michael反应。这是一个正式的碳[4+2]环加成反应，提供具有三个连续手性中心的五取代环己烷，具有优异的非映对和对映选择性。
An asymmetric domino Michael/Michael reaction ofα,β‐unsaturated aldehydes1andα‐acetyl‐β‐substituted‐α,β‐unsaturated esters2catalyzed by diphenylprolinol silyl ether was developed. This is a formal carbo [4+2] cycloaddition reaction affording penta‐substituted cyclohexanes having the three continuous chiral centers with excellent diastereo‐ and enantioselectivity.