Stereoselective Synthesis of P-Chirogenic Dibenzophosphole-Boranes via Aryne Intermediates

Vincent Diemer , Anaïs Brehier (1, 2) , Jérôme Bayardon (3) , Sylvain Juge (3) , Frédéric Leroux (4) , Francoise Colobert-Leuenberger (4)

1 Substances naturelles/chimie moléculaire
2 LCM - Laboratoire de chimie moléculaire
3 ICMUB - Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon]
4 LIMA - Laboratoire d'innovation moléculaire et applications

A new aryne-mediated tandem cross-coupling/P-cyclization sequence starting from tertiary phosphine-boranes and 1,2-dibromobenzenes is reported. P-chirogenic dibenzophospholes become accessible in a regio-, chemo-, and diastereoselective way.

Domaines: Chimie organique

Vincent Diemer, Anaïs Brehier, Jérôme Bayardon, Sylvain Juge, Frédéric Leroux, et al.. Stereoselective Synthesis of P-Chirogenic Dibenzophosphole-Boranes via Aryne Intermediates. Journal of Organic Chemistry, 2012, 77 (14), pp.6117-6127. ⟨10.1021/jo3009098⟩. ⟨hal-02306244⟩