Solvolytic Ring‐opening of Alkoxychlorofluorocyclopropanes: A Ready Access to Fluorinated α,β‐Unsaturated Aldehydes and Ketones
- 13 July 1977
- journal article
- research article
- Published by Wiley in Helvetica Chimica Acta
- Vol. 60 (5), 1739-1746
- https://doi.org/10.1002/hlca.19770600528
Abstract
Alkoxychlorofluorocyclopropanes are easily prepared by chlorofluorocarbene addition to en‐ethers in a two‐phase system and converted by simple heating in an aqueous solvent mixture to 2‐fluoro‐2‐alkenals which can be reduced to the corresponding alcohols.This publication has 15 references indexed in Scilit:
- Structurally Biased 2‐Fluoroallyl Cations as Generated ‐ or not Generated ‐ in Cyclopropane Ring‐opening ReactionsHelvetica Chimica Acta, 1977
- Synthèses de produits organofluorés VI Solvolyse de chlorofluorocyclopropanesHelvetica Chimica Acta, 1976
- Annelation fluorante de composes carbonyles par la fluoro-1 vinylmethylcetoneTetrahedron, 1976
- Fluororganische Synthesen V Darstellung und Abwandlung von Chlorfluorcyclopropanen ‐ Ein gezielter Zugang zu FluorallylalkoholenHelvetica Chimica Acta, 1975
- Fluororganische Synthesen IV, 1‐Fluor‐1‐organyl‐cyclopropane und andere Cyclopropan‐Derivate durch Anlagerungsreaktion von «Nachfolge‐Carbenen»Helvetica Chimica Acta, 1975
- Selektive Synthesen mit Organometallen III. (Z)‐Crotylalkoholate mit metalltragenden olefinischen KohlenstoffatomenHelvetica Chimica Acta, 1974
- Stereochemistry of allyl cations from the isomeric 2,3-dimethylcyclopropyl chlorides. Stereomutations of allyl cationsJournal of the American Chemical Society, 1969
- Reaktionen von Dihalogencarbenen mit EnoläthernEuropean Journal of Organic Chemistry, 1967
- Chemistry of gem-Dihalocyclopropanes. IV. Ring Opening of gem-Dichlorocyclopropyl EthersThe Journal of Organic Chemistry, 1966
- The Quantitative Inversion of cis- and trans-Alkene Isomers: A New Synthesis of Normal cis-Alkenes1Journal of the American Chemical Society, 1951