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. GelmiPrimo
;D. PocarSecondo
;P. TrimarcoUltimo
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.
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
