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Oxidation of  P -chiral 1,7-diphosphanorbornene  2  by atmospheric oxygen at 25°С or sulfurization with elemental sulfur at 80°С result in formation of enantiopure mixed-valent P III , P V  7-oxo(thia)-1,7-diphosphanorbornenes  3 ,  4  with high regioselectivity. The catalytic activity for the prepared enantiopure monodentate phosphines with rigid bicyclic [2.2.1] structure was evaluated in Pd-catalyzed asymmetric allylic substitution of  rac -1,3-diphenylallyl acetate with dimethyl malonate. Selective oxidation of the bridgehead phosphorus atom in 1,7-diphosphanorbornene  2  allows increasing the enantioselectivity of allylic alkylation from 14% to 63%  ee .

P- chiral 1,7-diphosphanorbornenes: synthesis and application in asymmetric allylic alkylation