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Chemoselective synthesis of homoallylic fluorides from cyclopropylmethanols by ring opening

✍ Scribed by Shigekazu Kanemoto; Makoto Shimizu; Hirosuke Yoshioka

Book ID: 104227440
Publisher: Elsevier Science
Year: 1987
Tongue: French
Weight: 225 KB
Volume: 28
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)95807-6

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✦ Synopsis

Treatment of cyclopropylmethanols with pyridinium poly(hydrogen fluoride) in chlorobenzene-diisopropylamine in the presence of KHF2 gave selectively homoallylic fluorides. Certain synthons containing a fluorine atom at the homoallylic position are of great interest in the light of recent molecule designs,' since there have been a number of bioactive natural products that involve ethylvinyl structure unit(s),

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