Difluorinated Danishefsky's diene: A versatile C-4 building block for the fluorinated six-membered rings

Citation
H. Amil et al., Difluorinated Danishefsky's diene: A versatile C-4 building block for the fluorinated six-membered rings, ORG LETT, 3(20), 2001, pp. 3103-3105
Citations number
32
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
20
Year of publication
2001
Pages
3103 - 3105
Database
ISI
SICI code
1523-7060(20011004)3:20<3103:DDDAVC>2.0.ZU;2-Q
Abstract
[GRAPHICS] A Mg(0)/Me3SiCl system was found to be effective for the preparation of dif luoro Danishefsky's dienes 2, which involves selective C-F bond cleavage of trifluoromethyl ketones 3. Subsequent hetero Diels-Alder reactions of 2 wi th aldehydes and imines gave a variety of fluorinated six-membered heterocy cles.