Regio- and stereoselective hydroamidation of 1-alkynylphosphine sulfides proceeds in the presence of cesium carbonate to provide (E)-2-amino-1-thiophosphinyl-1-alkenes. Asymmetric hydrogenation of the adducts catalyzed by an iridium complex followed by desulfidation yields 2-amino-1-phosphinoalkanes, which offers a new approach to chiral N,P-ligands that will potentially serve as ligands in asymmetric reactions.
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Kondoh et al. (2008) studied this question.
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