A short and stereoselective synthesis of vicinal aminodiols, diamines and diaminols obtained in good yields, through a three-component aromatic Mannich-type reaction, is reported. Enantiopure aldehydes containing stereogenic centres and functionalized with variously protected amino and hydroxy groups successfully afforded enantiopure aminoalkylnaphthols. Conformational analysis, com-pared with 1 H NMR data of the products obtained, allows the attribution of the absolute configuration, also confirmed by X-ray analysis.
Stereoselective synthesis of vicinal aminodiols, diamines and diaminols by the use of enantiopure aldehydes in the three-component aromatic Mannich-type reaction
CIMARELLI, Cristina;PALMIERI, Gianni;PETRINI, Marino
2007-01-01
Abstract
A short and stereoselective synthesis of vicinal aminodiols, diamines and diaminols obtained in good yields, through a three-component aromatic Mannich-type reaction, is reported. Enantiopure aldehydes containing stereogenic centres and functionalized with variously protected amino and hydroxy groups successfully afforded enantiopure aminoalkylnaphthols. Conformational analysis, com-pared with 1 H NMR data of the products obtained, allows the attribution of the absolute configuration, also confirmed by X-ray analysis.File in questo prodotto:
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