Abstract
A chiral bicyclic guanidine catalyst is used to mediate the reaction of diaryl phosphine oxides and nitrostyrenes to yield chiral β-aminophosphine oxides in high yields and enantioselectivities. Different aromatic groups on the phosphine oxides have been screened, with di(1-naphthyl) phosphine oxide giving the best results. The optical purity of the products could be further improved by recrystallization. In the case of trisubstituted nitroolefins, even very good diastereomeric ratios were observed. The reduction of both the nitro group and the phosphine oxide is exemplified in the paper.
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