Tetrahedron

Eine neue synthese von vinblastin-derivaten II: Synthesekonzept und modelluntersuchungen

G Schill, H Löwer, CU Priester, UF Windhövel, H Fritz

Index: Schill; Lower; Priester; Windhovel; Fritz Tetrahedron, 1987 , vol. 43, # 16 p. 3729 - 3745

Full Text: HTML

Citation Number: 1

Abstract

Starting from vindoline (2) and 7-methoxycarbonylazoninoindole derivatives 7, a new concept for the synthesis of vinblastine 1a type alkaloids with natural C (16') stereochemistry is described. Using lactam 8 and chloroindolenine 9 as key intermediatea a stereocontrolled coupling between the dihydroindole and indole subunits under formation of 10 should be achieved. Methanolysis of 10 and intramolecular No-alkylation of the resulting 12a should ...