Divergent Total Syntheses of Rhodomyrtosones A and B.

J Org Chem

Department of Chemistry, Center for Molecular Discovery (BU-CMD), Boston University, 590 Commonwealth Avenue, Boston, Massachusetts 02215, United States.

Published: October 2015

Herein, we report total syntheses of the tetramethyldihydroxanthene natural product rhodomyrtosone B and the related bis-furan β-triketone natural product rhodomyrtosone A. Nickel-(II)-catalyzed 1,4-conjugate addition of an α-alkylidene-β-dicarbonyl substrate was developed to access the congener rhodomyrtosone B, and oxygenation of the same monoalkylidene derivative followed by cyclization was employed to obtain the bis-furan natural product rhodomyrtosone A.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4643464PMC
http://dx.doi.org/10.1021/acs.joc.5b01570DOI Listing

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