Enantiopure inherently chiral calix[4]arene derivatives containing quinolin-2-yl-methanol moiety:Synthesis and application in the catalytic asymmetric addition of diethylzinc to benzaldehyde |
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Authors: | MIAO Ru XU ZhenXiang HUANG ZhiTang & CHEN ChuanFeng Beijing National Laboratory for Molecular Science |
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Institution: | (1) Beijing National Laboratory for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China |
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Abstract: | A series of novel N,O-type chiral ligands derived from enantiopure inherently chiral calix4]arenes containing quinolin-2-yl-methanol moiety in
the cone or partial-cone conformation have been synthesized and characterized. Moreover, they have been applied to the catalytic
asymmetric addition of diethylzinc to benzaldehyde, which represents the first example that the inherently chiral calixarene
can be used as the chiral ligands for the catalytic asymmetric synthesis.
Supported by the National Natural Science Foundation of China (Grant Nos. 20625206 & 20372064), the National Basic Research
Project (Grant Nos. 2007CB808000 & 2008CB617501), and the Chinese Academy of Sciences |
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Keywords: | inherently chiral calixarenes synthesis N O-type chiral ligand asymmetric catalysis diethylzinc |
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