Asymmetric zinc-catalyzed hydrosilylation of ketones and the effect of carboxylate on the enantioselectivity

Shaofeng Pang; Jiajian Peng; Jiayun Li; Ying Bai; Wenjun Xiao; Guoqiao Lai

doi:10.1002/chir.22137

Asymmetric zinc-catalyzed hydrosilylation of ketones and the effect of carboxylate on the enantioselectivity

Chirality. 2013 May;25(5):275-80. doi: 10.1002/chir.22137.

Authors

Shaofeng Pang¹, Jiajian Peng, Jiayun Li, Ying Bai, Wenjun Xiao, Guoqiao Lai

Affiliation

¹ Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 310012, China.

PMID: 23620263
DOI: 10.1002/chir.22137

Abstract

Several chiral ligands containing (R,R)-diaminocyclohexane moieties and pyrrole, furan, or benzene have been synthesized. These ligands were tested in enantioselective zinc-catalyzed hydrosilylation reactions; excellent enantioselectivities were obtained when the ligands containing (R,R)-diaminocyclohexane moieties and furan rings were used. For comparison, zinc chloride combined with different potassium carboxylate salts and ligands were also tested for catalytic hydrosilylation reactions.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Carboxylic Acids / chemistry*
Catalysis
Ketones / chemistry*
Magnetic Resonance Spectroscopy
Mass Spectrometry
N-Acetylneuraminic Acid / chemistry*
Stereoisomerism
Zinc / chemistry*

Substances

Carboxylic Acids
Ketones
N-Acetylneuraminic Acid
Zinc