Total synthesis of (±)-meridinol, (±)-epimeridinol, and a related cyclolignan

Abstract

The naturally occurring lignan meridinol [5] was synthesized in a racemic form in a convergent manner involving a Grignard reaction on E-4-(3,4-methylenedioxybenzylidene)-2,3(2H,5H)-furandione [7]. The hitherto unknown epimeridinol [11] and the cyclolignan 15 were also prepared. The structure assignments of the synthesized lignans are determined by their spectroscopic data. © 1993, American Chemical Society. All rights reserved.