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Divergent Total Syntheses of Rhodomyrtosones A and B.

ABSTRACT: Herein, we report total syntheses of the tetramethyldihydroxanthene natural product rhodomyrtosone B and the related bis-furan ?-triketone natural product rhodomyrtosone A. Nickel-(II)-catalyzed 1,4-conjugate addition of an ?-alkylidene-?-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.

SUBMITTER: Gervais A

PROVIDER: S-EPMC4643464 | biostudies-literature | 2015 Oct

REPOSITORIES: biostudies-literature

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Divergent Total Syntheses of Rhodomyrtosones A and B.

Gervais Anais A Lazarski Kiel E KE Porco John A JA

The Journal of organic chemistry 20151001 19

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. ...[more]

PMID: 26351970

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