Monoimine derived from trans-1,2-diaminocyclohexane and ethyl glyoxylate: an intermediate in aza-Diels-Alder and Mannich reactions

Elżbieta Wojaczyńska; Julia Bąkowicz; Mateusz Dorsz; Jacek Skarżewski

doi:10.1021/jo302820m

Monoimine derived from trans-1,2-diaminocyclohexane and ethyl glyoxylate: an intermediate in aza-Diels-Alder and Mannich reactions

J Org Chem. 2013 Mar 15;78(6):2808-11. doi: 10.1021/jo302820m. Epub 2013 Feb 20.

Authors

Elżbieta Wojaczyńska¹, Julia Bąkowicz, Mateusz Dorsz, Jacek Skarżewski

Affiliation

¹ Department of Organic Chemistry, Faculty of Chemistry, Wrocław University of Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland. elzbieta.wojaczynska@pwr.wroc.pl

PMID: 23394491
DOI: 10.1021/jo302820m

Abstract

Novel enantiopure policyclic nitrogen heterocycles have been obtained in the diastereoselective aza-Diels-Alder or Mannich reaction of dienes with imine formed in situ from ethyl glyoxylate and (1R,2R)-diaminocyclohexane.