New Concise and Efficient Synthesis of Rubrolides C and E via Intramolecular Wittig Reaction

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New Concise and Efficient Synthesis of Rubrolides C and E via Intramolecular Wittig Reaction

Tale, Nilesh P.; Shelke, Amol V.; Tiwari, Girdharilal B.; Thorat, Prerana B.; Karade, Nandkishor N.

Helvetica chimica acta, 05/2012, Volume: 95, Issue: 5

Journal Article

A short total synthesis of rubrolides C and E has been achieved in four steps, using readily available 4‐methoxyacetophenone, 2‐bromoacetic acid, and the appropriate aromatic aldehyde, in 46 and 45% yield, respectively. Key reactions involved are α‐tosyloxylation of the aryl methyl ketone, intramolecular Wittig reaction, Knoevenagel condensation, and demethylation.

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Tale, Nilesh P. | Shelke, Amol V. | Tiwari, Girdharilal B. | Thorat, Prerana B. | Karade, Nandkishor N.

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