Diastereoselective Diboration of Cyclic Alkenes: Application to the Synthesis of Aristeromycin.

Org Lett

Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, United States.

Published: April 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.

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http://dx.doi.org/10.1021/acs.orglett.1c00353DOI Listing

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