Stereospecific SN2@P reactions: novel access to bulky P-stereogenic ligands

Sílvia Orgué; Areli Flores-Gaspar; Maria Biosca; Oscar Pàmies; Montserrat Diéguez; Antoni Riera; Xavier Verdaguer

doi:10.1039/C5CC07504A

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Stereospecific S_N2@P reactions: novel access to bulky P-stereogenic ligands†‡

Sílvia Orgué,^a Areli Flores-Gaspar,§^a Maria Biosca,^b Oscar Pàmies,^b Montserrat Diéguez,^b Antoni Riera*^ac and Xavier Verdaguer*^ac

Author affiliations

* Corresponding authors

^a Institute for Research in Biomedicine (IRB Barcelona), The Barcelona Institute of Science and Technology, Baldiri Reixac 10, Spain
E-mail: antoni.riera@irbbarcelona.org, xavier.verdaguer@irbbarcelona.org
Fax: +34-934037095
Tel: +34-934034813

^b Department Química Física i Inorgànica, Universitat Rovira i Virgili, Marcel lí Domingo s/n, 43007 Tarragona, Spain

^c Department de Química Orgànica, Universitat de Barcelona, Martí i Franquès 1, E-08028 Barcelona, Spain

Abstract

The stereospecific hydrolysis of bulky aminophosphine boranes is reported for the first time. The resulting phosphinous acid boranes, upon activation, undergo stereospecific nucleophilic substitution reaction at the phosphorous center with amine nucleophiles. The combination of these two processes provides a novel access to bulky P*-ligands.

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DOI: https://doi.org/10.1039/C5CC07504A
Article type: Communication
Submitted: 07 Sep 2015
Accepted: 29 Sep 2015
First published: 02 Oct 2015
This article is Open Access

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Chem. Commun., 2015,51, 17548-17551

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Stereospecific S_N2@P reactions: novel access to bulky P-stereogenic ligands

S. Orgué, A. Flores-Gaspar, M. Biosca, O. Pàmies, M. Diéguez, A. Riera and X. Verdaguer, Chem. Commun., 2015, 51, 17548 DOI: 10.1039/C5CC07504A

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