Fluorinated succinic acid derivatives from new refrigerants via ozonolysis of haloalkenes
β Scribed by Samantha J Brown; Stuart Corr; Jonathan M Percy
- Book ID
- 104210488
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 160 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Fluoro-and di-Β―uoro allylic alcohols obtained from HFC-134a and HCFC-133a were transformed through [3,3]-sigmatropic rearrangements into 3-Β―uoro-4-halo-4-alkenoates with variable substitution at the 2-and 3-positions. Ozonolysis of the haloalkenes aorded the corresponding acyl halides which could be trapped with nucleophiles to aord Β―uorinated succinic acid derivatives in which the two carboxylic acid groups were dierentiated.
π SIMILAR VOLUMES
On treating the aluminum acetal intermediates, generated in situ from ethyl 3-benzyloxy-2, 2-difluoroalkanoates or 3-benzyloxy-4,4,4-trifluorobutanoate and diisobutylaluminum hydride at -78 qC for 1 h, with allylic stannanes in the presence of titanium(IV) dichloride diisopropoxide at 0 ~C for 8 h o