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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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Abstract

A series of novel N,O-type chiral ligands derived from enantiopure inherently chiral calix[4]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.

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Authors and Affiliations

  1. Beijing National Laboratory for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China

    Ru Miao, ZhenXiang Xu, ZhiTang Huang & ChuanFeng Chen

Authors
  1. Ru Miao
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  2. ZhenXiang Xu
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  3. ZhiTang Huang
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  4. ChuanFeng Chen
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Corresponding author

Correspondence to ChuanFeng Chen.

Additional information

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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Miao, R., Xu, Z., Huang, Z. et al. 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. Sci. China Ser. B-Chem. 52, 505–512 (2009). https://doi.org/10.1007/s11426-009-0002-6

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  • DOI: https://doi.org/10.1007/s11426-009-0002-6

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