Bis-paracyclophane NHC-ruthenium-catalyzed asymmetric hydrosilylation of ketones

ORGN 532

Chun Song1, Yudao Ma2, and Merritt B. Andrus1. (1) Department of Chemistry and Biochemistry, Brigham Young University, C100 BNSN, Provo, UT 84602, (2) Chemistry College, Shandong University, Shanda South Road #27, Jinan, Shandong, 250100, China
New chiral bis-paracyclophane N-heterocyclic carbene (NHC) ligands have been applied to ruthenium catalyzed asymmetric hydrosilylation of ketones using diphenylsilane to give enantiomerically enriched alcohol products. These new ligands provide for efficient asymmetric reduction in the presence of silver(I) triflate at room temperature with high reactivity and selectivity. Following removal of the silyl ether, various alcohols were obtained from aromatic ketones. The various substrates, ligands, and reaction conditions investigated will be discussed.

 

Asymmetric Reactions and Syntheses
1:00 PM-5:00 PM, Wednesday, March 31, 2004 Anaheim Convention Center -- 303D, Oral

Division of Organic Chemistry

The 227th ACS National Meeting, Anaheim, CA, March 28-April 1, 2004