info:eu-repo/semantics/article
Alkylhalovinylboranes: a new class of Diels-Alder dienophiles
Fecha
2018-10Registro en:
Pisano, Pablo Luis; Pellegrinet, Silvina Carla; Alkylhalovinylboranes: a new class of Diels-Alder dienophiles; Royal Society of Chemistry; RSC Advances; 8; 59; 10-2018; 33864-33871
2046-2069
CONICET Digital
CONICET
Autor
Pisano, Pablo Luis
Pellegrinet, Silvina Carla
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.