Tetrahedron Letters

Total syntheses of (-)-trachelogenin,(-)-nortrachelogenin and (+)-wikstromol

K Khamlach, R Dhal, E Brown

Index: Khamlach, Kenza; Dhal, Robert; Brown, Eric Tetrahedron Letters, 1989 , vol. 30, # 17 p. 2221 - 2224

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Citation Number: 28

Abstract

Abstract The title compounds were obtained by α-hydroxylation of the corresponding α, β- dibenzyl-γ-butyrolactones (lignans of synthetic origin), and were correlated to (±)- methyltrachelogenin 9 whose relative structure was definitely established by X-ray cristallography.(-)-Trachelogenin 1 and (-)-nortrachelogenin 12 thus have the (8S, 8′ S) absolute configuration, whereas (+)-nortrachelogenin 20 (or wikstromol) has the (8R, 8′ ...