Issue 26, 2013
From the journal:

Organic & Biomolecular Chemistry

Convenient in situ generation of various dichlorinating agents from oxone and chloride: diastereoselective dichlorination of allylic and homoallylic alcohol derivatives†

Jingyun Rena  and  Rongbiao Tong*a  

* Corresponding authors

a Department of Chemistry, The Hong Kong University of Science and Technology, Clearwater Bay, Kowloon, Hong Kong, China
E-mail: rtong@ust.hk
Fax: +(852) 23581594
Tel: +(852) 23587357

Abstract

A safe and convenient protocol was developed for in situ generation of various dichlorinating agents (cf. Cl2, NCl3, Et4NCl3, ArICl2) from oxone and chloride. The synthetic utility of this protocol was demonstrated by diastereoselective dichlorination of a series of allylic and homoallylic alcohol derivatives with excellent yields and diastereoselectivity.

Graphical abstract: Convenient in situ generation of various dichlorinating agents from oxone and chloride: diastereoselective dichlorination of allylic and homoallylic alcohol derivatives

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Article information

DOI
https://doi.org/10.1039/C3OB40670A
Article type
Communication
Submitted
04 apr 2013
Accepted
13 mag 2013
First published
14 mag 2013

Org. Biomol. Chem., 2013,11, 4312-4315

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Convenient in situ generation of various dichlorinating agents from oxone and chloride: diastereoselective dichlorination of allylic and homoallylic alcohol derivatives

J. Ren and R. Tong, Org. Biomol. Chem., 2013, 11, 4312 DOI: 10.1039/C3OB40670A

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