4.8 Article

Difluorinated Danishefsky's diene:: A versatile C4 building block for the fluorinated six-membered rings

Journal

ORGANIC LETTERS
Volume 3, Issue 20, Pages 3103-3105

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AMER CHEMICAL SOC
DOI: 10.1021/ol0163631

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[GRAPHICS] A Mg(0)/Me3SiCl system was found to be effective for the preparation of difluoro Danishefsky's dienes 2, which involves selective C-F bond cleavage of trifluoromethyl ketones 3. Subsequent hetero Diels-Alder reactions of 2 with aldehydes and imines gave a variety of fluorinated six-membered heterocycles.

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