STEREOCONTROLLED SYNTHESIS OF (E)-OLEFIN DIPEPTIDE ISOSTERES USING A [3,3] ALLYLIC TRICHLORACETIMIDATE REARRANGEMENT

Authors
IMOGAI H PETIT Y LARCHEVEQUE M
Citation
H. Imogai et al., STEREOCONTROLLED SYNTHESIS OF (E)-OLEFIN DIPEPTIDE ISOSTERES USING A [3,3] ALLYLIC TRICHLORACETIMIDATE REARRANGEMENT, Synlett, (5), 1997, pp. 615
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
5
Year of publication
1997
Database
ISI
SICI code
0936-5214(1997):5<615:SSO(DI>2.0.ZU;2-C
Abstract
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.