Modification of chiral monodentate phosphine ligands (MOP) for palladium-catalyzed asymmetric hydrosilylation of cyclic 1,3-dienes

Citation
T. Hayashi et al., Modification of chiral monodentate phosphine ligands (MOP) for palladium-catalyzed asymmetric hydrosilylation of cyclic 1,3-dienes, ADV SYNTH C, 343(3), 2001, pp. 279-283
Citations number
25
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ADVANCED SYNTHESIS & CATALYSIS
ISSN journal
1615-4150 → ACNP
Volume
343
Issue
3
Year of publication
2001
Pages
279 - 283
Database
ISI
SICI code
1615-4150(200104)343:3<279:MOCMPL>2.0.ZU;2-A
Abstract
Several MOP ligands 5 containing aryl groups at 2' position of (R)-2-(diphe nylphosphino)-1,1'-binaphthyl skeleton were prepared and used for palladium -catalyzed asymmetric hydrosilylation of cyclic 1,3-dienes 6 with trichloro silane. Highest enantioselectivity was observed in the reaction of 1,3-cycl opentadiene (6a) catalyzed by a palladium complex (0.25 mol %) coordinated with (R)-2-(di-phenylphosphino)-2'-(3,5-dimethyl-4-methoxyphenyl)-1,1'-bina phthyl (5f), which gave (S)-3-(trichlorosilyl)cyclopentene of 90% ee.