Palladium-catalyzed asymmetric arylation of 2, 3-dihydrofuran with phenyl triflate. A novel asymmetric catalysis involving a kinetic resolution process

…, A Kubo, Y Matsumoto, T Hayashi, E Nishioka…

Index: Ozawa, Fumiyuki; Kubo, Akihiko; Matsumoto, Yonetatsu; Hayashi, Tamio; Nishioka, Eriko; et al. Organometallics, 1993 , vol. 12, p. 4188 - 4196

Full Text: HTML

Citation Number: 263

Abstract

The reaction of phenyl triflate and 2, 3-dihydrofuran in benzene in the presence of a base and a palladium catalyst coordinated with (R)-BINAP gave optically active (R)-2-phenyl-2, 3- dihydrofuran (la) and a small amount of (S)-2-phenyl-2, 5-dihydrofuran (2a). The two regioisomers have configurations opposite to each other. A clear correlation was observed between the enantioselectivity and the regioselectivity. Thus, the enantiomeric purity of (R) ...