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Dedicated to Professor Enrique AbstractAddition of (-)-N α -tert-butoxycarbonyl-L-histidine methyl ester to diethyl fumarate regioselectively yielded diethyl 2-[4-(2-methoxycarbonyl-2-tert-butoxycarbonylaminoethyl) imidazol-1-yl] succinate as a 1:1 mixture of diastereomers. These compounds were identified by NMR using Eu(fod) 3 as a stereospecific shift reagent, but were impossible to separate and characterise independently. Neutral hydrolysis of the mixture yielded the corresponding deprotected diastereomeric N τ -(2-ethoxycarbonyl-1-carboxy)ethyl-L-histidine..

PEREZ-MAYORAL, E.; GARCIA-AMO, M.; LOPEZ-LARRUBIA, P.; CERDAN, S.; BALLESTEROS*, P.; Heterocycles 65 (2005) 7, 1691-1704; Inst. Univ. Invest., Fac. Cienc., UNED, Ciudad Univ., E-28040 Madrid, Spain; Eng.) -Mais 45-147

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