94958-10-8Relevant academic research and scientific papers
Studies in Biomimetic Alkaloid Syntheses. 12. Enantioselective Total Syntheses of (-)- and (+)-Vincadifformine and of (-)-Tabersonine
Kuehne, Martin E.,Podhorez, David E.
, p. 924 - 929 (1985)
The (-) and (+) enantiomers of vincadifformine (1) were obtained with 98percent ee and 97percent ee, respectively (before purification), from the two enantiomers of epichlorhydrin.This synthetic scheme is based on generation and cyclization of the enantiomeric (hydroxymethyl)norsecodine intermediates 3a,b.By an alternative synthetic route, passing through (14S)-14-hydroxy-Δ20,21-secodine (14), (-)-tabersonine (18b) was obtained with 99percent ee.
