Diastereoselective Diboration of Cyclic Alkenes: Application to the Synthesis of Aristeromycin.
Alex J VendolaChristophe AllaisAnne-Marie R Dechert-SchmittJames T LeeRobert A SingerJames P MorkenPublished in: Organic letters (2021)
The Pt-catalyzed diboration of cyclic alkenes is extended to unsaturated heterocycles and bicyclic compounds and can be accomplished in a diastereoselective fashion. The optimal procedures, substrate scope, and diastereoselectivity were investigated, and examples employing both homogeneous and heterogeneous catalysis were examined. Lastly, application to the construction of the nucleoside analog (±)-aristeromycin was conducted.