H. Imogai et al., STEREOCONTROLLED SYNTHESIS OF (E)-OLEFIN DIPEPTIDE ISOSTERES USING A [3,3] ALLYLIC TRICHLORACETIMIDATE REARRANGEMENT, Synlett, (5), 1997, pp. 615
The addition of Z-vinylic cuprates to enantiopure alpha-alkyl beta-alk
oxy aldehydes afforded sm allylic monoprotected diols in high diastere
omerical purity. The sigmatropic rearrangement of trichloracetimidates
derived from these monoprotected diols afforded protected allylic ami
noalcohols which were oxidized into E-Alkene dipeptide isosteres.