Tetrahedron

Lignanes. 16. Premières synthèses totales du (+)-wikstromol, de la (−)-trachélogénine, de la (−)-nortrachélogénine et des lignoïdes apparentés

MK Khamlach, R Dhal, E Brown

Index: Khamlach, Melle Kenza; Dhal, Robert; Brown, Eric Tetrahedron, 1992 , vol. 48, # 46 p. 10115 - 10126

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Citation Number: 16

Abstract

Résumé Racemic and optically active α, β-dibenzyl-γ-butyrolactones (of synthetic origin) were hydroxylated in the α position with respect to the carbonyl group, using oxygen in the presence of LHDS. This led to (−)-trachelogenin 1,(−)-nortrachelogenin 2 and (+)-wikstromol 3, whose interesting pharmacological properties were recently described. These natural lignans were correlated to (±)-methyltrachelogenin 12 whose relative structure was ...