Issue 28, 2009
From the journal:

Chemical Communications

Highly enantioselective organocatalytic Michael addition of nitroalkanes to 4-oxo-enoates†

Hai-Hua Lu,a   Xu-Fan Wang,a   Chang-Jiang Yao,a   Jian-Ming Zhang,a   Hong Wua  and  Wen-Jing Xiao*a  

* Corresponding authors

a Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, China
E-mail: wxiao@mail.ccnu.edu.cn
Fax: (+86) 27-67862041
Tel: (+86) 27-67862041

Abstract

A useful Michael addition reaction using nitroalkanes as the nucleophile and 4-oxo-enoates as the Michael acceptor has been disclosed, and the reaction allows expedient access to functionalized chiral γ-keto esters in high yields and excellent enantioselectivities (up to 98% ee), with a low catalyst loading.

Graphical abstract: Highly enantioselective organocatalytic Michael addition of nitroalkanes to 4-oxo-enoates

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/B905033G
Article type
Communication
Submitted
11 Mar 2009
Accepted
19 May 2009
First published
10 Jun 2009

Chem. Commun., 2009, 4251-4253

Permissions

Request permissions

Highly enantioselective organocatalytic Michael addition of nitroalkanes to 4-oxo-enoates

H. Lu, X. Wang, C. Yao, J. Zhang, H. Wu and W. Xiao, Chem. Commun., 2009, 4251 DOI: 10.1039/B905033G

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements