TOTAL SYNTHESIS OF (±)-KOMAROVIQUINONE

摘要

(±)-Komaroviquinone (1) was synthesized from 3,4,5-trimethoxybenzoic acid in twenty-two steps.The key transformations in this synthesis are:(1) the construction of the cycloheptane ring via a Friedel-Crafts cyclialkylation;(2) a regiospecific benzylic oxidation;(3) a conformationally controlled introduction of the C(10) hydroxyl group and (4) intramolecular hemi-acetal formation.