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Total synthesis of (±)-simonsol C using dearomatization as key reaction under acidic conditions.


ABSTRACT: The total synthesis of (±)-simonsol C was accomplished using a dearomatization under acidic conditions as key step to construct an aryl-containing quaternary center. The 6/5/6 benzofuran unit was formed through reductive elimination with Zn/AcOH and a spontaneous oxy-Michael addition. This synthesis consists of 8 steps and achieves an overall yield of 13%, making it the shortest known route.

SUBMITTER: Bi XY 

PROVIDER: S-EPMC11931641 | biostudies-literature | 2025

REPOSITORIES: biostudies-literature