Tetrahedron: Asymmetry

Oxindole alkaloids. A novel non-biomimetic entry to (−)-Horsfiline.

G Palmisano, R Annunziata, G Papeo, M Sisti

Index: Palmisano, Giovanni; Annunziata, Rita; Papeo, Gianluca; Sisti, Massimo Tetrahedron Asymmetry, 1996 , vol. 7, # 1 p. 1 - 4

Full Text: HTML

Citation Number: 80

Abstract

A novel non-biomimetic synthesis of horsfiline has been developed. The key pyrrolidine forming reaction is the 1, 3-dipolar cycloaddition of the thermally generated N- methylazomethine ylide to a suitable 3-alkylidene-indolin-2 (3H) one. The same strategy was also applied to the synthesis of pure (R)-(−)-enantiomer.