二（甲基咪唑）脯氨醇硅醚催化醛与硝基烯烃在水中的高效迈克尔加成反应。

Di(methylimidazole)prolinol silyl ether catalyzed highly Michael addition of aldehydes to nitroolefins in water.

作者信息

Wu Jianbin, Ni Bukuo, Headley Allan D

机构信息

Department of Chemistry, Texas A&M University-Commerce, Commerce, Texas 75429-3011, USA.

出版信息

Org Lett. 2009 Aug 6;11(15):3354-6. doi: 10.1021/ol901204b.

DOI:10.1021/ol901204b

PMID:19572597

Abstract

A new pyrrolidine-based organocatalyst for asymmetric reactions has been developed and shown to be a very effective catalyst for the Michael reaction involving various nitroolefins and aldehydes in water. This design is based on the introduction of a hydrophilic group into the pyrrolidine side chain. This catalyst, di(methylimidazole)prolinol silyl ether in combination with sodium bicarbonate as additive effectively catalyzed the Michael addition of aldehydes to nitroolefins in water as solvent in high yields and excellent enantioselectivities.

摘要

一种用于不对称反应的新型吡咯烷基金属有机催化剂已被开发出来，并且已证明它是一种非常有效的催化剂，可用于在水中涉及各种硝基烯烃和醛的迈克尔反应。这种设计基于在吡咯烷侧链中引入亲水性基团。这种催化剂，即二（甲基咪唑）脯氨醇硅醚与碳酸氢钠作为添加剂，在以水为溶剂的情况下，能有效地催化醛与硝基烯烃的迈克尔加成反应，产率高且对映选择性优异。