A Radical Procedure for the Anti-Markovnikov Hydroazidation of Alkenes

Kapat, Ajoy; Konig, Andreas; Montermini, Florian; Renaud, Philippe (2011). A Radical Procedure for the Anti-Markovnikov Hydroazidation of Alkenes. Journal of the American Chemical Society, 133(35), pp. 13890-13893. Washington, D.C.: American Chemical Society 10.1021/ja2054989

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A one-pot procedure for the efficient hydroazidation of alkenes involving hydroboration with catecholborane followed by reaction with benzenesulfonyl azide in the presence of a radical initiator is described. The regioselectivity is controlled by the hydroboration step and corresponds in most cases to an anti-Markovnikov regioselectivity. This procedure is applicable to a wide range of alkenes and gives excellent results with 1,2-disubstituted and trisubstituted alkenes.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Department of Chemistry, Biochemistry and Pharmaceutical Sciences (DCBP)

UniBE Contributor:

Renaud, Philippe

ISSN:

0002-7863

Publisher:

American Chemical Society

Language:

English

Submitter:

Factscience Import

Date Deposited:

04 Oct 2013 14:26

Last Modified:

06 Dec 2013 13:31

Publisher DOI:

10.1021/ja2054989

Web of Science ID:

000295241400033

URI:

https://boris.unibe.ch/id/eprint/9389 (FactScience: 215119)

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