Projects / Programmes
Sinteze in transformacije organskih spojin, novi reagenti, stereoselektivne in regioselekti (Slovene)
January 1, 1999
- December 31, 2003
Code |
Science |
Field |
Subfield |
1.04.00 |
Natural sciences and mathematics |
Chemistry |
|
Code |
Science |
Field |
P390 |
Natural sciences and mathematics |
Organic chemistry |
Researchers (9)
Organisations (1)
Abstract
In connection with this research program, the syntheses and transformations of 2-substituted 3-dimethylaminopropenoates and related compounds, masked amino and hydroxy acids are studied, as versatile reagents for the preparation of heterocyclic systems, heteroaryl substituted amino acids, didehydro amino acids and their derivatives and as reagents for the protection of amino and hydroxy groups. Research efforts are concentreted on the development of the synthetic metods for preparation of alkyl 3,4.disubstituted and 1-acyl-3,4-disubstituted pyrrole-2-carboxylates, pirrolo(3,2-d)pyrimidines, 4H-pyrido(1,2-a)pyrimidines, 5H-pyrimidol(1,2-a)pyridazin-4-ones,quinolizinones, benzopyran-2-ones, trisubstituted pyrroles, imidazoles, 1,2,4-oxadiazoles,etc. Selective elimination of protection by catalytic transfer hydrogenation producesfree amino and hydroxy substituted heterocyclic compounds.
Second part of investigations is dealing with the synthesis and transformation of chiral compounds with a determined configuration. In this connection the oxidative ring opening of substituted (2R,3R,5S) pyrazolo(1,2-a)pyrazoles afford pyrazolylalanine esters, while by the reductive ring cleavage with Raney nickel substituted alanine amides are formed. Stereoselective amination of 5-substituted lactones and lactames and by application of the "ring switching methodology" quinolizinyl- and pyranonyl-substituted alanine derivatives are formed. Especially the "ring switching methodology" turned out to be a successful method for the preparation of heteroaryl substituted amino and hydroxy acids, polyols, amines and many other chiral compounds with known an predictable configuration.
Most important scientific results
Final report
Most important socioeconomically and culturally relevant results
Final report