Abstract
A synthesis of the title diphosphine is described, in which the key step is a Michael addition of lithium diphenylphosphide to a vinylphosphineborane 9, itself formed by stereospecific ring opening of the ephedrine-derived oxazaphospholidine borane by reaction with vinyl lithium. The resulting phosphinamide 11 can be further elaborated to the desired product R-5 in 96% e.e., superior to that obtained in a parallel synthesis involving the vinylphosphine oxide 1 In the latter case enantiomerically pure S-product can be obtained by recrystallisation of palladium complex 7 and recovery of the diphosphine by displacement with KCN.
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