IQUIR   05412
INSTITUTO DE QUIMICA ROSARIO
Unidad Ejecutora - UE
artículos
Título:
alfa-Hydroxyacids accelerate the Diels-Alder reaction of dibutyl vinylboronate with cyclopentadiene: experimental results and mechanistic insights
Autor/es:
SAROTTI, A. M.; GRIMBLAT, N.; PELLEGRINET, S. C.; PISANO, P. L.
Revista:
NEW JOURNAL OF CHEMISTRY
Editorial:
ROYAL SOC CHEMISTRY
Referencias:
Lugar: CAMBRIDGE; Año: 2016 vol. 40 p. 1966 - 1969
ISSN:
1144-0546
Resumen:
We have found that α-hydroxyacids accelerate the Diels-Alder reaction of dibutyl vinylboronate with cyclopentadiene. When stoichiometric quantities are used excellent yields are obtained, while catalytic activities are moderate. DFT calculations suggested that activation of the dienophile occurs by ligand exchange with both functionalities of the α-hydroxyacid.