Decarboxylative Intramolecular [3 + 2] Cycloaddition of Cyclic Enol Carbonates: Construction of a Bicyclo[3.3.0]octanone Skeleton.
Yoichi DokaiTsukasa AmemiyaTohru YamadaKodai SaitoPublished in: Organic letters (2023)
Stereoselective synthesis of bicyclic cyclopentanones was achieved by sequential Tf 2 O-catalyzed decarboxylation and intramolecular [3 + 2] cycloaddition reactions of cyclic enol carbonates bearing an alkene unit. Four stereogenic centers in the obtained cyclopentanone were stereoselectively constructed. This method could be applied to the synthesis of various fused bicyclic products in moderate-to-good yields.