Synthesis and Reactions of Fluoroether Anesthetics

Abstract

New and recent work by the author and colleagues will be presented. Six methods for functionalizing halogenated ethers will be presented: (1) a new regent for halogen-exchange fluorination of chloromethyl ethers, (2) a selective photochemical or thermal reduction of poly-chlorinated substrates, (3) new organic sources of fluoride for antimony-pentachloride-catalyzed halogen-exchange fluorination, (4) a chemoselective methanolysis reaction of the trifluoromethyl group, (5) a stereoselective decarboxylation reaction, and (6) the use of bromine trifluoride for fluorination with inversion of configuration. The reactions are applied to the synthesis of individual enantiomers of fluoroether anesthetics.

Key words

fluorine - halogenation - drugs - halogenated ethers - halogen-exchange fluorination

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4

Rozov, L.; Ramig, K. unpublished results.

28

Ramig, K.; Englander, M.; Kallashi, F.; Livchits, L.; Zhou, J. Tetrahedron Lett. in press.

29

Kallashi, F.; Ramig K. unpublished results.

30

Krishnamurthy, L.; Makeyev, Y.; Ramig K. unpublished results.