A hydrophilic chiral diamine from D-glucose in the Rh(I) catalysed asymmetric hydrogenation of acetophenone

• Autores: Carmela Borriello, María Elena Cucciolito, Achille Panunzi, Francesco Ruffo, Angela Saporito
• Localización: Inorganic chemistry communications, ISSN 1387-7003, Vol. 6, Nº 8, 2003, págs. 1081-1085
• Idioma: inglés
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• Resumen

  • A strategy for the synthesis of a new hydrophilic chiral diamine derived from α-d-glucose is described. The compound is obtained by introducing proper nitrogen functions at C2 and C3 positions of the sugar ring, and by deprotecting positions 4 and 6. The efficiency of the ligand in the Rh(I)-catalysed hydrogenation of acetophenone has been examined by using isopropanol and ethanol as hydrogen sources. The secondary alcohol has been obtained in ees up to 50%.