EINE NEUE SYNTHESE VON VINBLASTIN-DERIVATEN IV . SYNTHESE VON 20'-DEETHYL-20'-DEOXYVINBLASTIN und 20'-DEETHYL-20'-DEOXYVINCOVALIN UEBER 3,Nb-SECO-CLEAVAMIN-DERIVATIVE ALS ZWISCHENSTUFEN

Article abstract of DOI:10.1016/S0040-4020(01)86863-0

Coupling of racemic 16-methoxycarbonyl-15,20-dihydro-3,Nb-seco-cleavamine derivative 34 with (-)vindoline via chloroindolenine intermediate 41 occurs with high stereoselectivity and leads after cyclization to the separable dimers 46I and 46II with natural C(14'), C(16')-configuration in good yields.Tetracyclic lactam 37 with vinblastine analogous stereochemistry is prepared and transfomed to chloroindolenine 38.Coupling of 38 with N,N-dimethyl-m-anisidine was achieved in good yield.