Fluorinated succinic acid derivatives from new refrigerants via ozonolysis of haloalkenes

Brown, Samantha J and Corr, Stuart and Percy, Jonathan (2000) Fluorinated succinic acid derivatives from new refrigerants via ozonolysis of haloalkenes. Tetrahedron Letters, 41 (27). pp. 5269-5273. ISSN 0040-4039 (https://doi.org/10.1016/S0040-4039(00)00804-2)

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Abstract

Fluoro- and di-fluoro allylic alcohols obtained from HFC-134a and HCFC-133a were transformed through [3,3]-sigmatropic rearrangements into 3-fluoro-4-halo-4-alkenoates with variable substitution at the 2- and 3-positions. Ozonolysis of the haloalkenes afforded the corresponding acyl halides which could be trapped with nucleophiles to afford fluorinated succinic acid derivatives in which the two carboxylic acid groups were differentiated.

ORCID iDs

Brown, Samantha J, Corr, Stuart and Percy, Jonathan ORCID logoORCID: https://orcid.org/0000-0001-8636-2704;