A novel family of (1-aminoalkyl)(trifluoromethyl)- and -(difluoromethyl)phosphinic acids - analogues of α-amino acids.
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, aminomalonic and aspartic acids were thus prepared. Three-component one-pot reactions of (trifluoromethyl)phosphinic acid and dibenzylamine with aldehydes were also tested to prepare the title compounds.
Institute of Organic Chemistry National Academy of Sciences of Ukraine, Murmanskaya str. 5, 02660 Kiev-94, Ukraine.
Natalia V
NV
Pavlenko
Institute of Organic Chemistry National Academy of Sciences of Ukraine, Murmanskaya str. 5, 02660 Kiev-94, Ukraine.
Tatiana I
TI
Oos
Institute of Organic Chemistry National Academy of Sciences of Ukraine, Murmanskaya str. 5, 02660 Kiev-94, Ukraine.
Yurii L
YL
Yagupolskii
Institute of Bioorganic Chemistry and Petrochemistry National Academy of Sciences of Ukraine, Murmanskaya str. 1, 02660 Kiev-94, Ukraine.
Igor I
II
Gerus
Bayer CropScience Aktiengesellschaft BCS AG-R-WC-WCC-C2 Weed Control Chemistry 2, Frankfurt, G836, 101, Germany.
Uwe
U
Doeller
Bayer CropScience Aktiengesellschaft BCS AG-R-WC-WCC-C2 Weed Control Chemistry 2, Frankfurt, G836, 101, Germany.
Lothar
L
Willms
(1-aminoalkyl)phosphinic acids; (trifluoromethyl)phosphinic acid; Shiff bases; ethyl (difluoromethyl)phosphinate; hydrophosphinylation; organo-fluorine