Substituted 3-cyclopenten-1-ones 2a, b, derived from the rearrangement of 1, were isomerized under thermal conditions to afford the corresponding 2-cyclopenten-l-ones 4, 5b, respectively. When the isomerization was performed with basic catalysis,2a afforded 2-cyclopenten-1-one 5a, whereas 5b was formed from 2b. Under acidic catalysis 4 and 5b were obtained from 2a and 2b, respectively. An transformations are characterized by a high stereoselectivity.

v-Triazolines. Part XXVI. Isomer1zation reactions of substituted [v-tria-zol-4-yl]methyl-cyclopenten-3- and -2-ones / M.L. Gelmi, D. Pocar, P. Trimarco. - In: TETRAHEDRON. - ISSN 0040-4020. - 43:13(1987), pp. 3047-3054. [10.1016/S0040-4020(01)86845-9]

v-Triazolines. Part XXVI. Isomer1zation reactions of substituted [v-tria-zol-4-yl]methyl-cyclopenten-3- and -2-ones

M.L. Gelmi
Primo
;
D. Pocar
Secondo
;
P. Trimarco
Ultimo
1987

Abstract

Substituted 3-cyclopenten-1-ones 2a, b, derived from the rearrangement of 1, were isomerized under thermal conditions to afford the corresponding 2-cyclopenten-l-ones 4, 5b, respectively. When the isomerization was performed with basic catalysis,2a afforded 2-cyclopenten-1-one 5a, whereas 5b was formed from 2b. Under acidic catalysis 4 and 5b were obtained from 2a and 2b, respectively. An transformations are characterized by a high stereoselectivity.
Settore CHIM/06 - Chimica Organica
Article (author)
File in questo prodotto:
Non ci sono file associati a questo prodotto.
Pubblicazioni consigliate

Caricamento 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: http://hdl.handle.net/2434/180189
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 2
  • ???jsp.display-item.citation.isi??? 2
social impact