Synthesis of 7-substituted dehydronoraporphines, with some biogenetic considerations

N Atanes, S Pérez, E Guitián, L Castedo, JM Saá

Index: Atanes; Perez; Guitian; Castedo; Saa Tetrahedron, 1994 , vol. 50, # 38 p. 11257 - 11266

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Citation Number: 6

Abstract

N-protected 7-methyl-6a, 7-dehydronoraporphines were synthesized by the intermolecular benzyne cycloaddition approach. During basic hydrolysis of the N-protecting group, oxidation of these compounds by oxygen led to guacoline and other 7-hydroxy-7-methyl-6, 6a-dehydronoraporphines in what may be a biomimetic process.