A novel family of (1-aminoalkyl)(trifluoromethyl)-and-(difluoromethyl) phosphinic acids–analogues of α-amino acids

NV Pavlenko, TI Oos, YL Yagupolskii…

Index: Pavlenko, Natalia V.; Oos, Tatiana I.; Yagupolskii, Yurii L.; Gerus, Igor I.; Doeller, Uwe; Willms, Lothar Beilstein Journal of Organic Chemistry, 2014 , vol. 10, p. 722 - 731

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Abstract

Abstract A series of novel (1-aminoalkyl)(trifluoromethyl)-and-(difluoromethyl) phosphinic acids–analogues of proteinogenic and nonproteinogenic α-amino acids were prepared. The synthetic methodology was based on nucleophilic addition of (trifluoromethyl) phosphinic acid or (difluoromethyl) phosphinic acid or its ethyl ester to substrates with C= N or activated C= C double bonds. Analogues of glycine, phenylglycine, alanine, valine, proline, ...