Synthesis and Transformations of di-endo-3-Aminobicyclo-2.2.2oct-5-ene-2-carboxylic Acid DerivativesReport as inadecuate




Synthesis and Transformations of di-endo-3-Aminobicyclo-2.2.2oct-5-ene-2-carboxylic Acid Derivatives - Download this document for free, or read online. Document in PDF available to download.

1

Institute of Pharmaceutical Chemistry, University of Szeged, H-6720 Szeged, Eötvös utca 6, Hungary

2

Institute of Chemistry, Eötvös Lóránd University, H-1518 Budapest, POB 32, Hungary





*

Author to whom correspondence should be addressed.



Abstract all-endo-3-amino-5-hydroxybicyclo2.2.2octane-2-carboxylic acid 13 and all-endo-5-amino-6-hydroxymethylbicyclo2.2.2octan-2-ol 10 were prepared via dihydro-1,3-oxazine or g-lactone intermediates by the stereoselective functionalization of an N-protected derivative of endo-3-aminobicyclo2.2.2oct-5-ene-2-carboxylic acid 2. Ring closure of b-amino ester 4 resulted in tricyclic pyrimidinones 15 and 16. The structures, stereochemistry and relative configurations of the synthesized compounds were determined by IR and NMR.

Keywords: hydroxy-b-amino acids; cyclization; heterocycles; retro Diels-Alder reaction; microwave hydroxy-b-amino acids; cyclization; heterocycles; retro Diels-Alder reaction; microwave





Author: Márta Palkó 1, Pál Sohár 2 and Ferenc Fülöp 1,*

Source: http://mdpi.com/



DOWNLOAD PDF




Related documents