Abstract
AbstractAlkylation of the lithium enolate of (2S,3S,5S,6S)‐dimethoxy‐2,3‐dimethyl‐1,4‐dioxane‐5,6‐dithiocarboxylate using 4‐benzyloxybenzyl bromide stereoselectively gave two new stereogenic centres with the carboxylate groups in a cis relationship. Hydrolytic deprotection of this intermediate produced the natural product (+)‐piscidic acid. Installation of a cinnamic acid ester at the secondary hydroxy group was followed by selective deprotection to give a mixture of cis/trans cinnamates in a 3:1 ratio. Finally, the natural product cimicifugic acid L was obtained.
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