Tetrahedron: Asymmetry

A stereocontrolled synthesis of (−)-detoxinine from l-ascorbic acid

G Delle Monache, D Misiti, G Zappia

Index: Delle Monache, Giuliano; Misiti, Domenico; Zappia, Giovanni Tetrahedron Asymmetry, 1999 ,  vol. 10,  # 15  p. 2961 - 2973

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Citation Number: 20

Abstract

A stereoselective synthesis of (−)-detoxinine, the core unit of the detoxifying agent detoxin D1, is presented. The approach, characterized by the use of an inexpensive starting material and by the easy and stereoselective preparation of the key 4, 5-disubstituted oxazolidin-2- one 11, proves to be a suitable alternative to the known procedures.