4.8 Article

Addition of dithiols to bis-ynones: Development of a versatile platform for the synthesis of polyketide natural products

Journal

ORGANIC LETTERS
Volume 5, Issue 7, Pages 1147-1150

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol034248f

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[GRAPHIC] The conjugate addition of dithiols to bis-ynones generates a versatile masked 1,3,5-triketone platform. These functional units are useful intermediates for the synthesis of oxygen-containing heterocycles commonly found in polyketide natural products. The tetrahydropyranyl fragments of the marine macrolides Lyngbouilloside and Callipeltoside A have been synthesized with use of this methodology.

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