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Article 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)/H/dephosphorylation procedure. Further diversification was achieved by MeAl-mediated amide formation, Yamaguchi esterification, and RCM macrocyclization to access five C11/C12 -configured, 2-des-methyl sanctolide A analogs with improved stability.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11414416 | PMC |
| http://dx.doi.org/10.1021/acs.joc.4c00158 | DOI Listing |
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Synthesis of Simplified 2-Desmethyl Sanctolide A Analogs.
J Org Chem
July 2024
Department of Chemistry, University of Kansas, 1140 Gray-Little Hall, 1567 Irving Hill Road, Lawrence, Kansas 66045, United States.
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)/H/dephosphorylation procedure. Further diversification was achieved by MeAl-mediated amide formation, Yamaguchi esterification, and RCM macrocyclization to access five C11/C12 -configured, 2-des-methyl sanctolide A analogs with improved stability.
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