The results obtained from a study on the stereochemical control in the dihydroxylation of the double bond of vinyl epoxides and their derivatives (bromo derivatives, azido derivatives and vinyl aziridines) are presented herein. A significant diastereoselectivity was observed for the bromo derivatives, azido derivatives and N-protected vinyl aziridines, whereas vinyl epoxides and unprotected vinyl aziridines showed no diastereoselectivity. The results obtained are generally consistent with the Kishi model. (C) 2012 Elsevier Ltd. All rights reserved.
Study on the stereochemical control of dihydroxylation of vinyl epoxides and their derivatives / Giuliana, Righi; Mandic', Emanuela; Naponiello, GAIA CLARA MERCEDES; Paolo, Bovicelli; Tirotta, Ilaria. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 68:14(2012), pp. 2984-2992. [10.1016/j.tet.2012.02.029]
Study on the stereochemical control of dihydroxylation of vinyl epoxides and their derivatives
MANDIC', EMANUELA;NAPONIELLO, GAIA CLARA MERCEDES;TIROTTA, ILARIA
2012
Abstract
The results obtained from a study on the stereochemical control in the dihydroxylation of the double bond of vinyl epoxides and their derivatives (bromo derivatives, azido derivatives and vinyl aziridines) are presented herein. A significant diastereoselectivity was observed for the bromo derivatives, azido derivatives and N-protected vinyl aziridines, whereas vinyl epoxides and unprotected vinyl aziridines showed no diastereoselectivity. The results obtained are generally consistent with the Kishi model. (C) 2012 Elsevier Ltd. All rights reserved.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
