Novel approach towards one pot stereospecific synthesis of carbohydrate derived substituted imidazolines

Novel approach towards one pot stereospecific synthesis of carbohydrate derived substituted imidazolines

A simple synthetic approach has been developed towards one pot synthesis of 2-imidazolines under mild acidic conditions from N-acetyl glucosamine via reductive amination followed by dehydrative cyclization. Synthetic studies were explored in detail with different amines and sugar derivatives. While...

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Veröffentlicht in:Tetrahedron letters 2014-08, Vol.55 (35), p.4943-4947
Hauptverfasser: Gautam, Vibha, Kagita, Veera Babu, Nambiar, Sudhir, Phaneendra, Gutala, Manjunatha, Sulur G., Ramasubramanian, Sridharan, Suresh Babu, M., Keshwan, Jaikumar, Bhagat, Sagar, Prakash, Ravindran, Puranik, Ramachandra
Format: Artikel
Sprache:eng
Schlagworte:
2-Aminosugars
2-Imidazolines
Amines
Carbohydrates
Conversion
Dehydrative cyclization
Derivatives
Imidazoline
Stereospecific
Sugars
Synthesis (chemistry)
Tetrahedrons
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Zusammenfassung:A simple synthetic approach has been developed towards one pot synthesis of 2-imidazolines under mild acidic conditions from N-acetyl glucosamine via reductive amination followed by dehydrative cyclization. Synthetic studies were explored in detail with different amines and sugar derivatives. While the conversion was good, the corresponding substituted imidazolines were obtained in moderate yields.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.07.030