ChemInform Abstract: α-Fluoroalkylation of Carbonyl Compounds Mediated by a Highly Reactive...
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ChemInform 2010, 41, issue 34 © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim www.cheminform.wiley-vch.de C-C bond formation O 0282 DOI: 10.1002/chin.201034045 α-Fluoroalkylation of Carbonyl Compounds Mediated by a Highly Reactive Al- kyl-Rhodium Complex. — Silyl enol ethers of various carbonyl compounds are treat- ed with diethylzinc and fluoroalkyl halides to afford the corresponding α-fluoroalkylat- ed carbonyl compounds. This process provides access to α-R f carbonyl compounds which are difficult to obtain otherwise, especially thioesters and aldehydes. Following a previously proposed mechanism, the fluoroalkylation is mediated by a highly reactive alkyl-rhodium complex which is derived from the rhodium-based catalyst and diethyl- zinc. — (SATO, K.; YAMAZOE, S.; AKASHI, Y.; HAMANO, T.; MIYAMOTO, A.; SUGIYAMA, S.; TARUI, A.; OMOTE, M.; KUMADAKI, I.; ANDO*, A.; J. Fluorine Chem. 131 (2010) 1, 86-90, DOI:10.1016/j.jfluchem.2009.10.012 ; Fac. Pharm. Sci., Setsunan Univ., Hirakata, Osaka 573-01, Japan; Eng.) — H. Hoennerscheid 34- 045
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Transcript of ChemInform Abstract: α-Fluoroalkylation of Carbonyl Compounds Mediated by a Highly Reactive...
www.cheminform.wiley-vch.de
C-C bond formationO 0282 DOI: 10.1002/chin.201034045
α-Fluoroalkylation of Carbonyl Compounds Mediated by a Highly Reactive Al-kyl-Rhodium Complex. — Silyl enol ethers of various carbonyl compounds are treat-ed with diethylzinc and fluoroalkyl halides to afford the corresponding α-fluoroalkylat-ed carbonyl compounds. This process provides access to α-Rf carbonyl compounds which are difficult to obtain otherwise, especially thioesters and aldehydes. Following a previously proposed mechanism, the fluoroalkylation is mediated by a highly reactive alkyl-rhodium complex which is derived from the rhodium-based catalyst and diethyl-zinc. — (SATO, K.; YAMAZOE, S.; AKASHI, Y.; HAMANO, T.; MIYAMOTO, A.; SUGIYAMA, S.; TARUI, A.; OMOTE, M.; KUMADAKI, I.; ANDO*, A.; J. Fluorine Chem. 131 (2010) 1, 86-90, DOI:10.1016/j.jfluchem.2009.10.012 ; Fac. Pharm. Sci., Setsunan Univ., Hirakata, Osaka 573-01, Japan; Eng.) —H. Hoennerscheid
34- 045
ChemInform 2010, 41, issue 34 © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
