(+/-)-3-oxovincadifformine ethyl ester 14 has been synthesized through an intramolecular [4 pi+2 pi] cycloaddition of the 3-oxosecodine 13 first prepared in turn from the enamide 10 by dehydrogenation with benzeneseleninic anhydride. An insight into the conversion of 10 into 13 was gained, resulting in the suggestion of a plausible mechanistic pathway.

ASPIDOSPERMA ALKALOIDS VIA CYCLIZATION OF SECODINE INTERMEDIATE - SYNTHESIS OF (+/-)-3-OXOVINCADIFFORMINE ETHYL-ESTER / B. DANIELI, G. LESMA, G. PALMISANO, D. PASSARELLA, A. SILVANI. - In: TETRAHEDRON. - ISSN 0040-4020. - 50:23(1994), pp. 6941-6954.

ASPIDOSPERMA ALKALOIDS VIA CYCLIZATION OF SECODINE INTERMEDIATE - SYNTHESIS OF (+/-)-3-OXOVINCADIFFORMINE ETHYL-ESTER

B. DANIELI
Primo
;
G. LESMA
Secondo
;
D. PASSARELLA
Penultimo
;
A. SILVANI
Ultimo
1994

Abstract

(+/-)-3-oxovincadifformine ethyl ester 14 has been synthesized through an intramolecular [4 pi+2 pi] cycloaddition of the 3-oxosecodine 13 first prepared in turn from the enamide 10 by dehydrogenation with benzeneseleninic anhydride. An insight into the conversion of 10 into 13 was gained, resulting in the suggestion of a plausible mechanistic pathway.
English
Settore CHIM/06 - Chimica Organica
Articolo
Esperti anonimi
1994
50
23
6941
6954
Pubblicato
Periodico con rilevanza internazionale
info:eu-repo/semantics/article
ASPIDOSPERMA ALKALOIDS VIA CYCLIZATION OF SECODINE INTERMEDIATE - SYNTHESIS OF (+/-)-3-OXOVINCADIFFORMINE ETHYL-ESTER / B. DANIELI, G. LESMA, G. PALMISANO, D. PASSARELLA, A. SILVANI. - In: TETRAHEDRON. - ISSN 0040-4020. - 50:23(1994), pp. 6941-6954.
none
Prodotti della ricerca::01 - Articolo su periodico
5
262
Article (author)
no
B. DANIELI, G. LESMA, G. PALMISANO, D. PASSARELLA, A. SILVANI
File in questo prodotto:
Non ci sono file associati a questo prodotto.
Pubblicazioni consigliate

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/176447
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 31
  • ???jsp.display-item.citation.isi??? 27
social impact