A novel and highly efficient synthesis of gem-difluorocyclopropanes

Citation
F. Tian et al., A novel and highly efficient synthesis of gem-difluorocyclopropanes, ORG LETT, 2(4), 2000, pp. 563-564
Citations number
11
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
4
Year of publication
2000
Pages
563 - 564
Database
ISI
SICI code
1523-7060(20000224)2:4<563:ANAHES>2.0.ZU;2-8
Abstract
[GRAPHICS] A new and highly versatile source of difluorocarbene is reported. Trimethyl silyl fluorosulfonyldifluoroacetate (TFDA) undergoes decomposition in the p resence of catalytic fluoride to form difluorocarbene under conditions that allow its addition to relatively electron deficient alkenes in high yield. For example, unprecedented CF2: addition to n-butyl acrylate proceeded in 73% yield.