Approaches to the synthesis of retronecine from some pyrrolidine precursors

…, V Ferro, BW Skelton, RV Stick, AH White

Index: Clare, Brian W.; Ferro, Vito; Skelton, Brian W.; Stick, Robert V.; White, Allan H. Australian Journal of Chemistry, 1993 , vol. 46, # 6 p. 805 - 824

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Citation Number: 7

Abstract

Abstract Procedures are described for the attempted conversion of the pyrrolidine (2) into a bicyclic system that would ultimately lead to retronecine (3). The only molecule to be isolated from these attempts was the epimeric ketone (6), and AM1 and MM2 calculations were used to probe this apparently favoured isomerization. Alternative procedures were then investigated that sought to convert the pyrrolidine (1) into precursors to retronecine, and ...