Stereocontrolled Synthesis of (E)-Olefin Dipeptide Isosteres using a [3,3] Allylic Trichloracetimidate Rearrangement
- 1 May 1997
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1997 (5) , 615-617
- https://doi.org/10.1055/s-1997-3221
Abstract
The addition of Z-vinylic cuprates to enantiopure α-alkyl β-alkoxy aldehydes afforded syn allylic monoprotected diols in high diastereomerical purity. The sigmatropic rearrangement of trichloracetimidates derived from these monoprotected diols afforded protected allylic aminoalcohols which were oxidized into E-Alkene dipeptide isosteres.Keywords
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