Monofluoration stereoselective par le phenyltetrafluorophosphorane (PhPF4) Part. II. Application a la synthese des isomeres thréo et érythro des alkyl-2 fluoro-3 phenylpropanoates de methyle. Analyse conformationnelle par R.M.N. de 19F et 1H.期刊界 All Journals 搜尽天下杂志传播学术成果专业期刊搜索期刊信息化学术搜索

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Monofluoration stereoselective par le phenyltetrafluorophosphorane (PhPF₄) Part. II. Application a la synthese des isomeres thréo et érythro des alkyl-2 fluoro-3 phenylpropanoates de methyle. Analyse conformationnelle par R.M.N. de ¹⁹F et ¹H.

Authors:	AI Ayi M Remli R Guedj R Pastor

Institution:	Laboratoire de Chimie Structurale Organique, U.E.R. I.M.S.P., Université de Nice, Parc Valrose, 06034 Nice Cédex France;Laboratoire de Chimie Organique du Fluor, U.E.R. I.M.S.P., Université de Nice, Parc Valrose, 06034 Nice Cédex France

Abstract:	The stereoselective fluorination of four couples of diastereoisomeric 2-alkyl 3-hydroxy 3-phenylpropanoic methyl esters by the reaction of the phenyltetrafluorophosphorane with the corresponding trimethylsilylethers derivatives is described. The structure of the 2-alkyl 3-fluoro 3-phenyl propanoic methyl esters obtained quantitativly has been determined unambiguously by NMR analysis. ¹⁹F NMR results permit us to determine the relative populations of the rotamers for each of the isomers threo and erythro.

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