Total Syntheses of Brassicicenes A, R, and T

Org Lett. 2023 Dec 8;25(48):8570-8574. doi: 10.1021/acs.orglett.3c03355. Epub 2023 Nov 23.

Abstract

Here, we report concise and divergent total syntheses of fusicoccane members brassicicenes A, R, and T. The key feature of the synthesis is the rapid construction of the 5/8/5 tricyclic core via four steps: aldol reaction, Stork-Danheiser transposition, and ring-closing metathesis from known compounds followed by concise oxidation state adjustment.