Abstract

AbstractThe first total synthesis of pinolide, a nonsymmetrical ten‐membered macrocyclic, is described starting from readily available (–)‐tartaric and L‐ascorbic acid. The key synthetic steps include Barbier allylation, Yamaguchi esterification and ring‐closing metathesis (RCM) reactions. The synthetic strategy has been successful for the construction of the ten‐membered core skeleton. A facile and convergent approach enabled the incorporation of all the four stereogenic centers present in the molecule.

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