Regio- and stereoselective cycloadditions of cyclic nitrones to maleic diamide forced in a peptide: synthesis of potent ligands of human NK-2 receptor.

Autor: Valenza S; Menarini Ricerche S.p.A., Via dei Sette Santi 3, I-50131 Firenze, Italy., Cordero FM, Brandi A, Guidi A, Altamura M, Giolitti A, Giuntini F, Pasqui F, Renzetti AR, Maggi CA
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2000 Jun 30; Vol. 65 (13), pp. 4003-8.
DOI: 10.1021/jo0000022
Abstrakt: The regioselectivity and the stereoselectivity induced by relatively small peptidomimetic maleic diamide 1 in cycloaddition reactions with cyclic nitrones 2-5 was studied. The high regio- and stereoselectivity observed, sensibly increased by nonpolar solvents, was the effect of a double-asymmetric induction produced by the nitrone substituent on the pseudopeptidic tether. A new class of potent human tachykinin NK-2 receptor ligands was synthesized.
Databáze: MEDLINE