This invention discloses a synthetic method for Cochlearol B, belonging to the field of
natural product technology. The method uses commercially available 2-bromo-3-methoxy-4-hydroxyacetophenone and 2,5-dihydroxyphenylboronic acid as raw materials. After protection with tert-butyldimethylchlorosilane, Wittig olefination, and Suzuki cross-
coupling, a
biphenyl compound is obtained. Following a Wacker-type cross-
coupling tandem reaction, the substrate is protected with methoxymethylene
bromide, and the tert-butyldimethylsilyl group is removed with a
fluorine reagent. Then, under high-valent
iodine reagent conditions,
phenol is dearomatized in the next step. After reduction, a [2+2]
cycloaddition reaction occurs under light to obtain a highly substituted
cyclobutane product. Finally, through reduction, Wittig olefination, epoxidation, and
epoxide ring-opening rearrangement, the
chemical synthesis of Cochlearol B can be achieved. This synthetic
route has the advantages of being simple, efficient, easy to operate, and low-cost, making it suitable for the large-scale synthesis of Cochlearol B and providing an important material basis for the evaluation of the bioactivity of the
natural product Cochlearol B.