Collect. Czech. Chem. Commun.
1990, 55, 2074-2085
https://doi.org/10.1135/cccc19902074
Preparation of (Z)-3,4-didehydronorvaline, (E)- and (Z)-3,4-didehydroornithine and (E)- and (Z)-3,4-didehydro-2,6-diaminopimelic acid
Libor Havlíčeka, Jan Hanuša, Petr Sedmerab and Jan Němečekb
a Institute of Nuclear Biology and Radiochemistry, Czechoslovak Academy of Sciences, 142 20 Prague 4
b Microbiological Institute, Czechoslovak Academy of Sciences, 142 20 Prague 4
Abstract
(Z)-3,4-Didehydronorvaline (IIa), (E)- and (Z)-didehydroornithine (VIb and VIa, respectively) and (E)- and (Z)-3,4-didehydro-2,6-diaminopimelic acid (Xb and Xa, respectively) were prepared by addition of Grignard reagents to diethyl acetiminomalonate and subsequent reactions. The mechanism of cyclization of 2-acetamido-2-alkynylmalonate to the oxazoline derivative in a basic medium was studied by 1H NMR spectroscopy.
