Palladium/nickel-mediated cross coupling reaction between phosphorylamides and alkenes toward enephosphorylamides

Enantioselective hydrogen-bond-donor catalysis to access diverse stereogenic-at-P(V) compounds

“…High enantioselectivity was obtained using N-allyl benzylamine in the substitution reaction under modified conditions. The benzyl group and the allyl group on the chlorophosphonamidate products can each be cleaved successively, enabling their sequential replacement (see supplementary materials) (44)(45)(46)(47)(48). This strategy was exploited in the synthesis of phosphonamidate 17, a matrix metalloproteinase (MMP) inhibitor with demonstrated anticancer activity (Fig.…”