5-(Indol-2-yl)-pyran-2-one undergoes cycloaddition to electron-poor and electron-rich dienophiles. Lanthanide shift reagents have been shown to be efficient catalysts for the inverse electron demand Diels-Alder reactions. The bicycloadducts were formed with complete stereoselectivity. Aminolysis of bicycloadducts with primary amines is described. (C) 2000 Elsevier Science Ltd. All rights reserved.
Diastereoselective Diels-Alder reaction of 5-(indol-2-yl)-pyran-2-one / D. Passarella, G. Lesma, M. Martinelli, A. Silvani, M. Canto, J. Hidalgo. - In: TETRAHEDRON. - ISSN 0040-4020. - 56:29(2000), pp. 5205-5208. [10.1016/S0040-4020(00)00183-6]
Diastereoselective Diels-Alder reaction of 5-(indol-2-yl)-pyran-2-one
D. PassarellaPrimo
;G. LesmaSecondo
;A. Silvani;
2000
Abstract
5-(Indol-2-yl)-pyran-2-one undergoes cycloaddition to electron-poor and electron-rich dienophiles. Lanthanide shift reagents have been shown to be efficient catalysts for the inverse electron demand Diels-Alder reactions. The bicycloadducts were formed with complete stereoselectivity. Aminolysis of bicycloadducts with primary amines is described. (C) 2000 Elsevier Science Ltd. All rights reserved.
| File | Dimensione | Formato | |
|---|---|---|---|
|
1-s2.0-S0040402000001836-main.pdf
accesso riservato
Tipologia:
Publisher's version/PDF
Dimensione
89.14 kB
Formato
Adobe PDF
|
89.14 kB | Adobe PDF | Visualizza/Apri Richiedi una copia |
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
