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Facile generation of polyfluoro-1-(tosyloxy)prop-1-enyllithiums and their reaction with electrophiles. A new, efficient and convenient access to (Z)-1,1-di- and 1,1,1-tri-fluoro-3-(tosyloxy)alk-3-en-2-ones 1

โœ Scribed by Funabiki, Kazumasa; Ohtsuki, Tetsuya; Ishihara, Takashi; Yamanaka, Hiroki


Book ID
115500505
Publisher
Royal Society of Chemistry
Year
1998
Weight
215 KB
Volume
15
Category
Article
ISSN
1472-7781

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Highly efficient and stereoselective acc
โœ Kazumasa Funabiki; Yoshitaka Fukushima; Tomomi Inagaki; Eiji Murata; Masaki Mats ๐Ÿ“‚ Article ๐Ÿ“… 1998 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 254 KB

2,3,3-Trifluoro-l-pmpenyl p-chlorobenzenesulfonate (1), readily available from 2,2,3,3tetrafluoropmpanol, reacted smoothly with various Grignard reagents at 50 ยฐ(3 to afford the corresponding (Z)-a, fl-difluoroallyl alcohols 2 in moderate to excellent yields. These alcohols were smoothly hydrolyzed