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Anti-Markovnikov hydrophosphoroselenoylation of alkenes using phosphorodiselenoic acid esters leading to the formation of phosphonoselenoic acid esters†
Yuuki Maekawa,Masaki Monzaki,Takafumi Ando,Toshifumi Maruyama
Chemical Communications Pub Date : 08/21/2013 00:00:00 , DOI:10.1039/C3CC45912H
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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