Planar chiral imidazolium salts based on [2.2]paracyclophane in the asymmetric rhodium-catalyzed 1,2-addition of arylboronic acids to aldehydes

A series of planar chiral imidazolium salts derived from [2.2]paracyclophane have been synthesized and characterized. By using these imidazolium salts as carbene precursors, the Rh-catalyzed 1,2-addition of arylboronic acids to aldehydes proceeded readily with low catalyst loadings (0.03–0.3 mol %)...

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Bibliographic Details
Published in:Tetrahedron: asymmetry 2010-03, Vol.21 (3), p.292-298
Main Authors: Ma, Qingshuang, Ma, Yudao, Liu, Xiao, Duan, Wenzeng, Qu, Bo, Song, Chun
Format: Article
Language:English
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Summary:A series of planar chiral imidazolium salts derived from [2.2]paracyclophane have been synthesized and characterized. By using these imidazolium salts as carbene precursors, the Rh-catalyzed 1,2-addition of arylboronic acids to aldehydes proceeded readily with low catalyst loadings (0.03–0.3 mol %) and gave a variety of chiral diarylmethanols in excellent yields and moderate enantioselectivities.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2010.01.025