Synthesis of Simplified 2-Desmethyl Sanctolide A Analogs.

ABSTRACT: A one-pot, sequential phosphate tether-mediated method for the synthesis of simplified 2-desmethyl sanctolide A analogs is reported. Western side-chain diversification was achieved using a pot-efficient, sequential cross metathesis (CM)/ring-closing metathesis (RCM)/H₂/dephosphorylation procedure. Further diversification was achieved by Me₃Al-mediated amide formation, Yamaguchi esterification, and RCM macrocyclization to access five C11/C12 Z-configured, 2-des-methyl sanctolide A analogs with improved stability.

SUBMITTER: Dissanayake GC 

PROVIDER: S-EPMC11414416 | biostudies-literature | 2024 Jul

REPOSITORIES: biostudies-literature