Issue 73, 2013
From the journal:

Chemical Communications

Recent advances in stereoselective bromofunctionalization of alkenes using N-bromoamide reagents

Chong Kiat Tana  and  Ying-Yeung Yeung*a  

* Corresponding authors

a Department of Chemistry, NUS, 3 Science Drive 3, Singapore
E-mail: chmyyy@nus.edu.sg
Fax: +65-6779-1691
Tel: +65-6516-7760

Abstract

Bromination reactions have been made a lot more convenient since the invention of N-bromoamide reagents. These reagents are more easily handled when compared to molecular bromine. In comparison to other halogens, brominating reagents sit in between chlorine and iodine on the reactivity scale, giving them an advantage in some cases. Recently, several important advances in enantioselective bromofunctionalization of alkenes using such reagents have been reported. This article will highlight the challenges and methods to surmount these problems. In addition, this article will also show the use of N-bromoamide reagents in expanding the scope of diastereoselective bromofunctionalization of alkenes. Examples include bromine initiated cyclic ether cascades and novel multicomponent reactions (MCRs).

Graphical abstract: Recent advances in stereoselective bromofunctionalization of alkenes using N-bromoamide reagents

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Article information

DOI
https://doi.org/10.1039/C3CC43950J
Article type
Feature Article
Submitted
26 May 2013
Accepted
03 Jul 2013
First published
03 Jul 2013
This article is Open Access
Creative Commons BY license

Chem. Commun., 2013,49, 7985-7996

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Recent advances in stereoselective bromofunctionalization of alkenes using N-bromoamide reagents

C. K. Tan and Y. Yeung, Chem. Commun., 2013, 49, 7985 DOI: 10.1039/C3CC43950J

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