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- W995650583 abstract "Az aliciklusos s-aminosavak szelektiv funkcionalizalasat az aminosavak ciklopenten- illetve ciklohexen vazan levő olefinkotes atalakitasaval vegeztuk. Az egyik megkozelites szerint a gyűrű kettős kotesenek sztereoszelektiv epoxidalasi reakciojat kovető szelektiv oxiran nyitassal es egyeb transzformaciokkal epitettuk ki az uj funkciokat, melynek soran ortogonalisan vedett ciklusos diaminokarbonsav szarmazekokat, azido-aminociklopentanolok sztereoizomerjeit, triazol-szubsztitualt ciszpentacin szarmazekokat, regio- es sztereoszelektiven hidroxilalt ciklusos aminosavakat allitottunk elő. A masodik funkcionalizalasi strategia az olefinkotesre tortenő 1,3-dipolaris cikloaddicion alapult, amelynek eredmenyekent izoxazolin gyűrűvel kondenzalt ciszpentacin szarmazekok regio- es sztereoizomerjeihez jutottunk. A harmadik funkcionalizalas kulcseleme az aliciklusos s-aminosavak oxidativ gyűrűnyitasat kovető reduktiv gyűrűzarasa volt, amely altalanosan alkalmazhato modszerrel uj piperidin- es azepanvazas s-aminosav szarmazekokat allitottunk elő. Mindharom funkcionalizalasi technika alkalmasnak bizonyult a fenti vegyuletek előallitasara enantiomer tiszta formaban is. | The functionalization of alicyclic s-amino acids has been accomplished by transformation of their ring carbon-carbon double bond. An approach toward functionalization consisted in the stereoselective epoxidation reaction of the ring olefinic bond, followed by selective oxirane opening and other type of transformations, which resulted in orthogonally protected cyclic diaminocarboxylates, azidoaminocyclopentanol stereoisomers, triazole-substituted cispentacin derivatives, regio- and stereoselectively hydroxylated cyclic amino acids. The second functionalization strategy involved 1,3-dipolar cycloaddition to the ring carbon-carbon double bond, affording isoxazoline-fused cispentacin regio- and stereoisomers. The key step of the third functionalization strategy was the oxidative ring opening followed by reductive ring closure reactions of the alicyclic s-amino acids, which generally applicable method led to novel s-amino acids with a piperidine or azepane skeleton. All three functionalization techniques were suitable for the synthesis of the above compounds in enantiomerically pure form." @default.
- W995650583 created "2016-06-24" @default.
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- W995650583 date "2011-01-01" @default.
- W995650583 modified "2023-09-27" @default.
- W995650583 title "Aliciklusos β-aminosavak szelektív funkcionalizálása = Stereoselective functionalization of alicyclic β-amino acids" @default.
- W995650583 hasPublicationYear "2011" @default.
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