Monoimine Derived from trans-1,2-Diaminocyclohexane and Ethyl Glyoxylate: An Intermediate in Aza-Diels–Alder and Mannich Reactions

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.

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Veröffentlicht in:Journal of organic chemistry 2013-03, Vol.78 (6), p.2808-2811
Hauptverfasser: Wojaczyńska, Elżbieta, Bąkowicz, Julia, Dorsz, Mateusz, Skarżewski, Jacek
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo302820m