Synthesis and Reactions of (2,2,2-Trifluoroethyl)triphenylphosphonium Trifluoromethanesulfonate

European Journal of Organic Chemistry

Volumn , Issue 21, 2003, Pages 4279-4285

  Hanamoto, Takeshi ^a   Morita, Noriko ^a   Shindo, Keiko ^a  

^a SAGA UNIVERSITY   (Japan)

Author keywords

Aldehydes; Fluorine; Synthetic methods; Triflates; Wittig reactions

Indexed keywords

(2 AMINO 2 FLUOROVINYL)TRIPHENYLPHOSPHONIUM TRIFLATE DERIVATIVE; (2,2 DIMETHOXYVINYL)TRIPHENYLPHOSPHONIUM TRIFLATE; (2,2,2 TRIFLUORETHYL)TRIPHENYLPHOSPHONIUM TRIFLUOROMETHANESULFONATE; ALDEHYDE; MESYLIC ACID DERIVATIVE; SODIUM HYDROXIDE; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; ARTICLE; CHEMICAL ANALYSIS; ELECTRON TRANSPORT; HYDROLYSIS; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; WITTIG REACTION;

EID: 0242510961     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200300395     Document Type: Article

References (20)

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12. In the course of our study, a similar Wittig olefination with the aid of (2,2,2-trifluoroethyl)diphenylphosphane oxide was independently reported: T. Kobayashi, T. Eda, O. Tamura, H. Ishibashi, J. Org. Chem. 2002, 67, 3156-3159.
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15. Use of TBAF in place of CsF was not effective for this Wittig reaction.
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18. (2,2-Diethoxyvinyl)triphenylphosphonium tetrafluoroborate, as a similar salt, has been prepared from the corresponding [(ethoxycarbonyl)methylidene]triphenylphosphorane and triethyloxonium tetrafluoroborate: H. J. Bestmann, R. Saalfrank, J. P. Snyder, Angew. Chem. Int. Ed. Eng. 1969, 8, 216-217.
19. [(Diisopropylcarbamoyl)methyl]triphenylphosphonium bromide has been reported: H. J. Bestmann, L. Kisielowski, Chem. Ber. 1983, 116, 1320-1326.
20. [(Ethoxycarbonyl)methyl]triphenylphosphonium chloride, as a similar salt, has been prepared from the corresponding ethyl chloroacetate and triphenylphosphane: W. J. Considine, J. Org. Chem. 1962, 27, 647-649.