Enantioselective Total Synthesis of the Alkaloid (-)-Cephalotine A.

Org Lett

State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China.

Published: October 2023

Cephalotine A, a recently isolated Cephalotaxus alkaloid, was first synthesized enantioselectively through three critical reactions. SmI -mediated radical cyclization of lactone and aldehyde to forge the final ring system, Chang's iridium-catalyzed C-H amidation to construct pyrrolidone stereoselectively, and Carreria's dual Ir/amine catalyzed allylation to install the vicinal tertiary stereocenters.

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http://dx.doi.org/10.1021/acs.orglett.3c02097DOI Listing

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