Tin powder-promoted diastereoselective allylation of chiral acylhydrazones
An efficient method for the allylation of chiral acylhydrazones derived from aldehydes has been developed to give the corresponding allylic hydrazides in good yields and diastereoselectivities. The method uses a combination of tin powder and allylic bromide as allylation system, which avoids the use of toxic allylic stannanes while retaining their merits.
Dual activation in asymmetric allylsilane addition to chiral N-acylhydrazones: Method development, mechanistic studies, and elaboration of homoallylic amine adducts
Chiral N-acylhydrazones derived from commercially available 4-benzyl-2-oxazolidinone provide a rigid, conformationally restricted template to impart facial selectivity in additions to C=N bonds. In the presence of indium(III) trifluoromethanesulfonate [In
Asymmetric allylsilane additions to enantiopure N-acylhydrazones with dual activation by fluoride and In(OTF)3
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
Friestad,Ding
p. 4491 - 4493
(2007/10/03)
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