Issue 6, 2013
From the journal:

Chemical Science

cis-Enals in N-heterocyclic carbene-catalyzed reactions: distinct stereoselectivity and reactivity†

Xingkuan Chen,‡a   Xinqiang Fang‡a  and  Yonggui Robin Chi*a  

* Corresponding authors

a School of Physical & Mathematical Sciences, Division of Chemistry & Biological Chemistry, Nanyang Technological University, Singapore 637371, Singapore
E-mail: robinchi@ntu.edu.sg
Fax: +65-67911961

Abstract

The first successful generation of cis-homoenolate equivalents from cis-enals under the catalysis of N-heterocyclic carbenes (NHCs) has been realized. The cis-homoenolate intermediates undergo effective reactions with α,β-unsaturated imines to afford chiral cyclic ketone products. Compared to the trans-enals, cis-enals show different stereoselectivities and new reactivity patterns.

Graphical abstract: cis-Enals in N-heterocyclic carbene-catalyzed reactions: distinct stereoselectivity and reactivity

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C3SC50666E
Article type
Edge Article
Submitted
10 Mar 2013
Accepted
11 Apr 2013
First published
11 Apr 2013

Chem. Sci., 2013,4, 2613-2618

Permissions

Request permissions

cis-Enals in N-heterocyclic carbene-catalyzed reactions: distinct stereoselectivity and reactivity

X. Chen, X. Fang and Y. R. Chi, Chem. Sci., 2013, 4, 2613 DOI: 10.1039/C3SC50666E

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