Difluorinated Danishefsky's diene: a versatile C(4) building block for the fluorinated six-membered rings.
[reaction: see text] A Mg(0)/Me(3)SiCl 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.
Amii
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Department of Applied Chemistry, Faculty of Engineering, Okayama University, 3-1-1 Tsushimanaka, Okayama 700-8530, Japan.
Kobayashi
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Terasawa
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Uneyama
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