IQUIR   05412
INSTITUTO DE QUIMICA ROSARIO
Unidad Ejecutora - UE
artículos
Título:
A facile microwave-assisted Diels–Alder reaction of vinylboronates
Autor/es:
SAROTTI, A. M.; PISANO, P. L.; PELLEGRINET, S. C.
Revista:
ORGANIC & BIOMOLECULAR CHEMISTRY
Editorial:
ROYAL SOC CHEMISTRY
Referencias:
Lugar: Cambridge; Año: 2010 vol. 8 p. 5069 - 5073
ISSN:
1477-0520
Resumen:
The Diels–Alder reaction of vinylboronates can be easily performed using microwave irradiation giving excellent yields of the cycloadducts. Pinacol vinylboronate was the reagent of choice due to its stability towards hydrolysis, operational simplicity and yields of Diels–Alder products. To the best of our knowledge, this is the first example of microwave-assisted Diels–Alder reaction of boron-substituted dienophiles. Subsequent in situ oxidation of the cycloadducts with alkaline hydrogen peroxide afforded the alcohols efficiently. the alcohols efficiently. in situ oxidation of the cycloadducts with alkaline hydrogen peroxide afforded the alcohols efficiently.