Octa-1,7-diene-4,5-diamine Derivatives: Useful Intermediates for the Stereoselective Synthesis of Nitrogen Heterocycles and Ligands for Asymmetric Catalysis
Autor: | Stefano Grilli, Diego Savoia, Andrea Gualandi |
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Rok vydání: | 2016 |
Předmět: |
Allylic rearrangement
Diene 010405 organic chemistry Organic Chemistry Enantioselective synthesis 010402 general chemistry 01 natural sciences 0104 chemical sciences Stereocenter chemistry.chemical_compound chemistry Diamine Organic chemistry Glyoxal Stereoselectivity Physical and Theoretical Chemistry Carbene |
Zdroj: | European Journal of Organic Chemistry. 2016:3143-3156 |
ISSN: | 1434-193X |
Popis: | The octa-1,7-diene-4,5-diamine skeleton is usually prepared by the addition of allylic organometallic reagents to glyoxal diimines. The relative and absolute configurations of the C4 and C5 stereocenters are dependent on the nature of the (chiral) nitrogen substituents. These compounds are useful intermediates for the construction of NHC carbene complexes and nitrogen heterocycles, such as 2,2′-bipyrrolidines, 2,5-diazabicyclo[2.2.1]heptanes, amino- and hydroxy-substituted 7-azanorbornane, and diamino-substituted cyclohexanols and cyclohexanediols. |
Databáze: | OpenAIRE |
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