Tetrahedron

Synthesis of (S)-mappicine and mappicine ketone via radical cascade reaction of isonitriles

H Josien, DP Curran

Index: Josien, Hubert; Curran, Dennis P. Tetrahedron, 1997 , vol. 53, # 26 p. 8881 - 8886

Full Text: HTML

Citation Number: 79

Abstract

(S)-Mappicine (2) and mappicine ketone (1) have been prepared from methylacetoacetate (4) by a strategy featuring a radical cascade reaction of an isonitrile as the key step. The introduction of the hydroxy group of (S)-mappicine occurred with moderate selectivity through asymmetric hydroxylation.