Michael-type additions of various organocopper reagents to the novel carbohydrate-derived 2-(diethoxyphosphoryl)hex- 1-en-3-uloses are described. The reactions have proved to be rapid, clean and stereoselective, giving rise to the formation of 3-oxo-2-phosphono-?-C-glycosides or the corresponding enol acetates. These compounds are direct precursors of 2- phosphono-?-C-glycosides, a very interesting class of molecules never described before.
Stereoselective Michael-Type Addition of Organocopper Reagents to Enones Derived from Glycals in the Synthesis of 2-Phosphono-a-C-Glycosides / Leonelli, Francesca; Capuzzi, M; Calcagno, V; Passacantilli, Pietro; Piancatelli, Giovanni. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - STAMPA. - 2005:(2005), pp. 2671-2676. [10.1002/ejoc.200500149]
Stereoselective Michael-Type Addition of Organocopper Reagents to Enones Derived from Glycals in the Synthesis of 2-Phosphono-a-C-Glycosides
LEONELLI, Francesca;PASSACANTILLI, Pietro;PIANCATELLI, Giovanni
2005
Abstract
Michael-type additions of various organocopper reagents to the novel carbohydrate-derived 2-(diethoxyphosphoryl)hex- 1-en-3-uloses are described. The reactions have proved to be rapid, clean and stereoselective, giving rise to the formation of 3-oxo-2-phosphono-?-C-glycosides or the corresponding enol acetates. These compounds are direct precursors of 2- phosphono-?-C-glycosides, a very interesting class of molecules never described before.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.