Synthese von Aminosäure-basierenden Diazocarbonylverbindungen und ihre Übergangsmetall-katalysierten carbenoiden Reaktionen
FacultiesFakultät für Naturwissenschaften
LicenseStandard (Fassung vom 01.10.2008)
In this thesis g-amino-a-diazo-b-keto esters were synthesized from a-amino acids. The syntheses were done on two different ways. On both ways racemization occurred. The derivatives with a fully protected amino function were decomposed by Rh- and Ru-based catalysts. Products of the resulting carbenoid reaction pathways were isolated and identified. Two routes were possible: First, reaction with the main chain of the amino acid. On this route novel functionalized ali and hetero cycles were gained. In the second route, the reaction occurred with the phthalimido protecting group. In that case, a carbonyl ylide was formed, if a dipolarophile added to the decomposition a [3+2]-cycloaddition took place. Without adding a dipolarophile, a dimer was the product obtained.
Subject HeadingsCarbenoide [GND]
Amino acids [LCSH]