Syntheses of 20'-Deoxyvinblastine, 20'-Deoxyleurosidine, 20'-Deoxyvincovaline, 20'-epi-20'-Deoxyvincovaline, and 20'-Deoxyvincristine and Its 20'-Epimer through Racemic and Enantioselectively Generated Intermediates. New Syntheses of D/E-cis- and -trans-Ψ

Article abstract of DOI:10.1021/jo00275a029

Vindoline (20), on reaction with chloro imine derivatives of the D-seco-D/E-trans-Ψ- and -20-epi-Ψ-vincadifformines 18 and 19, followed by cyclization and debenzylation steps, provided the natural products 20'-deoxyvinblastine (4) and 20'-deoxyleurosidine