Asymmetric intramolecular Michael reaction catalyzed by proline-derived small anilides
Asymmetric intramolecular Michael reaction catalyzed by proline-derived small anilides
复制标题
DOI：
10.1055/s-2007-977421
复制
发表时间：
2007-04-24
期刊：
影响因子：
2
通讯作者：
Nishiyama, Hisao
中科院分区：
文献类型：
--
作者：
Kikuchi, Makoto;Inagaki, Tomohiko;Nishiyama, Hisao
描述了一种简单的脯氨酸衍生的苯胺催化的不对称分子内Michael反应。以无环甲酰基烯酮为原料合成了手性环状酮醛，产率高，立体选择性好。用市售的脯氨酸酰苯胺，反应进行得非常快。另一方面，反应时间越长，环酮醛的异构化反应越有利，非对映选择性越高。
Simple, proline-derived anilide-catalyzed asymmetric intramolecular Michael reaction was described. Chiral cyclic ketoaldehydes were obtained from acyclic formyl enones in excellent yields with good stereoselectivity. The reaction proceeded in exceptionally fast with a commercially available proline anilide. On the other hand, the longer reaction time conduced toward the higher diastereoselectivity through the favorable isomerization of the cyclic keto-aldehydes.