Synthesis of Hydroxy- and Polyhydroxy-Substituted 1,3-Diaminocyclohexanes

Abstract

The synthesis of hydroxy-trans-1,3-diaminocyclo­hexanes based on nitroso-Diels-Alder cycloaddition of (cyclohexadienyl)phthalimide is reported.

Key words

cycloaddition - regioselectivity - amino alcohols - enantiomeric resolution

References

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8

The crystallographic data has been deposited with the CCDC for compounds (±)-7 (CCDC 778910), (±)-10 (CCDC 778911), and (±)-14 (CCDC 778912), respectively. These data can be obtained free of charge at www.ccdc.cam.ac.uk/conts/retreiving.html or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB12 1EZ, UK; fax: [phone]; e-mail: [e-mail]. For the ORTEPs of (±)-7 and (±)-10 see Supporting Information.