TY - JOUR
T1 - A convenient method to synthesize phosphinic peptides containing an aspartyl or glutamyl aminophosphinic acid. Use of the phenyl group as the carboxyl synthon
AU - Georgiadis, Dimitris
AU - Matziari, Magdalini
AU - Vassiliou, Stamatia
AU - Dive, Vincent
AU - Yiotakis, Athanasios
N1 - Funding Information:
Acknowledgments:T his work was supportedb y funds from the University of
PY - 1999/12/17
Y1 - 1999/12/17
N2 - Many attempts to synthesize AspΨ(PO2CH2)Ala phosphinic pseudodipeptides by Michael addition of aspartyl aminophosphinic acid to ethyl methacrylate have failed. The preparation of such phosphinic peptides was finally achieved starting from a protected PheΨ(PO2CH2)Ala phosphinic building block. The key step is a mild oxidation of the phenyl group to carboxylic acid by use of the ruthenium trichloride-sodium metaperiodate system.
AB - Many attempts to synthesize AspΨ(PO2CH2)Ala phosphinic pseudodipeptides by Michael addition of aspartyl aminophosphinic acid to ethyl methacrylate have failed. The preparation of such phosphinic peptides was finally achieved starting from a protected PheΨ(PO2CH2)Ala phosphinic building block. The key step is a mild oxidation of the phenyl group to carboxylic acid by use of the ruthenium trichloride-sodium metaperiodate system.
UR - http://www.scopus.com/inward/record.url?scp=0033579657&partnerID=8YFLogxK
U2 - 10.1016/S0040-4020(99)00910-2
DO - 10.1016/S0040-4020(99)00910-2
M3 - Article
AN - SCOPUS:0033579657
SN - 0040-4020
VL - 55
SP - 14635
EP - 14648
JO - Tetrahedron
JF - Tetrahedron
IS - 51
ER -