A mild, convenient, and stereoselective addition of allylsilanes to enantiopure N-acylhydrazones occurs at room temperature upon complementary activation of both the allylsilane and the hydrazone (see scheme; OTf = trifluoromethanesulfonate). The reaction provides a new mode of acyclic stereocontrol for the asymmetric synthesis of homoallylic amines.
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Friestad et al. (2001) studied this question.