Modification of Chiral Monodentate Phosphine Ligands (MOP) for Palladium-Catalyzed Asymmetric Hydrosilylation of Cyclic 1,3-Dienes

Autor: Hayashi, Tamio, Han, Jin Wook, Takeda, Akira, Tang, Takeda, Nohmi, Kenji, Mukaide, Kotaro, Tsuji, Hayato, Uozumi, Yasuhiro
Zdroj: Advanced Synthesis & Catalysis; March 2001, Vol. 343 Issue: 3 p279-283, 5p
Abstrakt: Several MOP ligands 5 containing aryl groups at 2' position of (R)-2-(diphenylphosphino)-1,1'-binaphthyl skeleton were prepared and used for palladium-catalyzed asymmetric hydrosilylation of cyclic 1,3-dienes 6 with trichlorosilane. Highest enantioselectivity was observed in the reaction of 1,3-cyclopentadiene (6a) catalyzed by a palladium complex (0.25 mol %) coordinated with (R)-2-(diphenylphosphino)-2'-(3,5-dimethyl-4-methoxyphenyl)-1,1'-binaphthyl (5f), which gave (S)-3-(trichlorosilyl)cyclopentene of 90% ee.
Databáze: Supplemental Index