Enantioselective Nitroaldol Reaction of α-Ketoesters Catalyzed by Cinchona Alkaloids

Hongming Li, Baomin Wang, and Li Deng*
Department of Chemistry, Brandeis University, Waltham, Massachusetts 02454-9110
J. Am. Chem. Soc., 2006, 128 (3), pp 732–733
DOI: 10.1021/ja057237l
Publication Date (Web): December 22, 2005
Copyright © 2006 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, deng@brandeis.edu

Abstract

Abstract Image

The development of highly enantioselective and general catalytic nitroaldol (Henry) reactions with ketones is a challenging yet desirable task in organic synthesis. In this communication, we report an asymmetric nitroaldol reaction with α-ketoesters catalyzed by a new C6‘−OH cinchona alkaloid catalyst. This is the first highly efficient organocatalytic asymmetric Henry reaction with ketones. This reaction is operationally simple and affords high enantioselectivity as well as good to excellent yield for a broad range of α-ketoesters.

View: Full Text HTML | Hi-Res PDF

Tools

History

  • Published In Issue January 25, 2006
  • Received October 24, 2005

Recommend & Share

Related Content

Other ACS content by these authors: