Issue 1, 2014
From the journal:

Chemical Communications

Stereoselective geminal difunctionalization of vinyl arenes mediated by the bromonium ion†

Pandur Venkatesan Balajia  and  Srinivasan Chandrasekaran*a  

* Corresponding authors

a Department of Organic Chemistry, Indian Institute of Science, Bangalore-560012, India
E-mail: scn@orgchem.iisc.ernet.in
Fax: +91 80 2360 2423
Tel: +91 80 2293 2404

Abstract

An anti-Markovnikov geminal oxyamination of styrenyl alkenes in an intermolecular fashion using the umpolung strategy mediated by the bromonium ion is reported. Isotope labeling studies confirm the migration of the phenyl group in the semipinacol rearrangement.

Graphical abstract: Stereoselective geminal difunctionalization of vinyl arenes mediated by the bromonium ion

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Article information

DOI
https://doi.org/10.1039/C3CC46003G
Article type
Communication
Submitted
06 Aug 2013
Accepted
24 Oct 2013
First published
24 Oct 2013

Chem. Commun., 2014,50, 70-72

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Stereoselective geminal difunctionalization of vinyl arenes mediated by the bromonium ion

P. V. Balaji and S. Chandrasekaran, Chem. Commun., 2014, 50, 70 DOI: 10.1039/C3CC46003G

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