A concise strategy for the syntheses of indole alkaloids of the heteroyohimboid and corynantheioid families. Total syntheses of (.+-.)-tetrahydroalstonine,(.+-.)- …

SF Martin, B Benage, JE Hunter

Index: Martin, Stephen F.; Benage, Brigitte; Hunter, James E. Journal of the American Chemical Society, 1988 , vol. 110, # 17 p. 5925 - 5927

Full Text: HTML

Citation Number: 63

Abstract

(8) For example, one of the principal deficiencies in those approaches to the yohimboid and heteroyohimboid alkaloids that relies upon the oxidative cyclizations of seco-derivatives is that the initial oxidation of the tertiary amino function of the D ring rarely proceeds with a high degree of regioselectivity. Namely, in addition to the desired pentacyclic substance, significant amounts of the corresponding" inside" derivatives are invariably formed. ...