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Chiral Frustrated Lewis Pairs Catalyzed Highly Enantioselective Hydrosilylations of 1,2-Dicarbonyl Compounds

Xiaoyu Ren and Haifeng Du*

*Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China, Email: haifengduiccas.ac.cn

X. Ren, H. Du, J. Am. Chem. Soc., 2016, 138, 810-813.

DOI: 10.1021/jacs.5b13104 (free Supporting Information)


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Abstract

A combination of tricyclohexylphosphine and chiral alkenylborane derived in situ from a diyne as a frustrated Lewis pair catalyst enables a highly enantioselective hydrosilylation of 1,2-dicarbonyl compounds. Various optically active α-hydroxy ketones and esters were obtained in good yields with high ee's.

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Key Words

reduction of carbonyl compounds


ID: J48-Y2016