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Issue 83, 2013
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Anti-Markovnikov hydrophosphoroselenoylation of alkenes using phosphorodiselenoic acid esters leading to the formation of phosphonoselenoic acid esters

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Abstract

Phosphorodiselenoic acid esters with a binaphthyl group were reacted with alkenes in the presence of Bu3SnH and AIBN to give phosphonoselenoic acid esters in moderate to good yields. The addition of a phosphoroselenoyl group to alkenes proceeded in an anti-Markovnikov fashion. The diastereoselectivity was improved by the introduction of substituents to 3,3′-positions of a binaphthyl group.

Graphical abstract: Anti-Markovnikov hydrophosphoroselenoylation of alkenes using phosphorodiselenoic acid esters leading to the formation of phosphonoselenoic acid esters

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Article information


Submitted
02 Aug 2013
Accepted
20 Aug 2013
First published
21 Aug 2013

Chem. Commun., 2013,49, 9675-9677
Article type
Communication

Anti-Markovnikov hydrophosphoroselenoylation of alkenes using phosphorodiselenoic acid esters leading to the formation of phosphonoselenoic acid esters

T. Murai, Y. Maekawa, M. Monzaki, T. Ando and T. Maruyama, Chem. Commun., 2013, 49, 9675
DOI: 10.1039/C3CC45912H

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