The intramolecular Diels-Alder reaction of N-allyl-N-(2-furylmethyl)amides to exo-N-acyl-3-aza-10-oxatricyclo[5.2.1.0(1)-,5]dec-8-enes is described. The cycloaddition is controlled not only by the size of the amide appendage, but, also by electronegativity of the amide. An example of a new approach towards the synthesis of a highly functionalized pyrrolizidine ring, which links this Diels-Alder cycloaddition to an halogen atom transfer radical cyclization, is reported.
Intramolecular Diels-Alder cycloaddition of N-allyl-N-(2-furylmethyl)amides - First step of a new route towards the synthesis of a densely functionalized pyrrolizidine ring / Ghelfi, Franco; Af, Parsons; D., Tommasini; Mucci, Adele. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - STAMPA. - 2001(2001), pp. 1845-1852.
Data di pubblicazione: | 2001 |
Titolo: | Intramolecular Diels-Alder cycloaddition of N-allyl-N-(2-furylmethyl)amides - First step of a new route towards the synthesis of a densely functionalized pyrrolizidine ring |
Autore/i: | Ghelfi, Franco; Af, Parsons; D., Tommasini; Mucci, Adele |
Autore/i UNIMORE: | |
Rivista: | |
Volume: | 2001 |
Pagina iniziale: | 1845 |
Pagina finale: | 1852 |
Codice identificativo ISI: | WOS:000168800100005 |
Codice identificativo Scopus: | 2-s2.0-0035031690 |
Citazione: | Intramolecular Diels-Alder cycloaddition of N-allyl-N-(2-furylmethyl)amides - First step of a new route towards the synthesis of a densely functionalized pyrrolizidine ring / Ghelfi, Franco; Af, Parsons; D., Tommasini; Mucci, Adele. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - STAMPA. - 2001(2001), pp. 1845-1852. |
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