IQUIR   05412
INSTITUTO DE QUIMICA ROSARIO
Unidad Ejecutora - UE
artículos
Título:
Alkylhalovinylboranes: a new class of Diels-Alder dienophiles
Autor/es:
PISANO, PABLO L.; PELLEGRINET, SILVINA C.; PELLEGRINET, SILVINA C.; PISANO, PABLO L.
Revista:
RSC Advances
Editorial:
Royal Society of Chemistry
Referencias:
Lugar: Londres; Año: 2018 vol. 8 p. 33864 - 33871
ISSN:
2046-2069
Resumen:
The Diels-Alder reactions of alkylhalovinylboranes have been investigated theoretically and experimentally. Alkylhalovinylboranes presented higher reactivity than the corresponding dialkylvinylboranes. Although endo/exo selectivities were high for the reactions with cyclopentadiene, facial selectivities for the chiral analogues were low. Our results demonstrate that the replacement of an alkyl group on the boron atom by a halogen increases the dienophilicity considerably.