Monoimines derived from (1R,2R)-1,2-diaminocyclohexane in aza-Diels-Alder reaction: Synthesis and characterization of sulfur derivatives based on the 2-azanorbornyl skeleton

GRAPHICAL ABSTRACT

ABSTRACT

Enantiomerically pure bicyclic derivatives of 2-azanorbornane containing sulfonamide, amide, and thiourea functionalities were synthesized using aza-Diels-Alder reaction.

KEYWORDS:

• 2-azanorbornane
• 1,2-diaminocyclohexane
• aza-Diels-Alder reaction
• cycloaddition
• stereoselective reactions
• sulfonamides
• thioureas

Funding

Financial support for M. Dorsz and K. Kleniewska was received from the Foundation of Polish Science (VENTURES/2013–11/4). Funding from a statutory activity subsidy S40555/Z0305 from the Polish Ministry of Science and Higher Education for the Faculty of Chemistry, Wrocław University of Technology, is also acknowledged.