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Difluorinated Danishefsky's Diene: A Versatile C4 Building Block for the Fluorinated Six-Membered Rings

2001/09/05 by Hideki Amii, Takeshi Kobayashi, Hiroshi Terasawa +1 · 1 citation
Biochemistry, Genetics and Molecular Biology · Chemistry · Pharmacology, Toxicology and Pharmaceutics · #Carbohydrate Chemistry and Synthesis #Chemical Synthesis and Analysis #Fluorine in Organic Chemistry

paper · doi:10.1021/ol0163631

openalex publication_date 2001/09/05 · openalex created_date 2019/06/27 · openalex updated_date 2026/06/26

Abstract

[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.

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