Total Synthesis of Caesalpinnone A.

Org Lett

Shaanxi Key Laboratory of Natural Products and Chemical Biology, College of Chemistry and Pharmacy , Northwest A&F University, 3 Taicheng Road , Yangling 712100 , Shaanxi , P. R. China.

Published: January 2020

Total synthesis of caesalpinnone A was achieved in 12 steps starting from resorcinol. Key features of the synthesis include BINOL-phosphoric acid catalyzed [4 + 2] cycloaddition, -selective nucleophilic substitution, deallylation/oxa-Michael addition cascade, and late-stage photo-Fries rearrangement.

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Source
http://dx.doi.org/10.1021/acs.orglett.9b04276DOI Listing

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