Asymmetric Addition of Triethylaluminium to Aromatic Aldehydes Catalyzed by Titanium‐(5,5’‐Biquinoline‐6,6’‐Diol) Complexes |
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| Authors: | Qian Chen Jun Ou Guo‐Shu Chen Tian‐Hui Liu Bin Xie Hai‐Bo Liang Li‐Qiong Xie Yi‐Xin Chen |
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| Affiliation: | 1. School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou, China;2. College of Chemistry and Chemical Engineering, Guangzhou University, Guangzhou, China |
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| Abstract: | A novel convenient procedure for the resolution of 5,5’‐biquinoline‐6,6’‐diol (BIQOL) was achieved by separating the corresponding diastereomeric mixture of (S)‐(+)‐camphorsulfonates on a semiprepared XDB‐C8 column followed by hydrolysis. The efficient asymmetric addition of triethylaluminium to aromatic aldehydes catalyzed by Ti‐(+)/(–)BIQOL complexes under mild conditions is described. The reactions led to the formation of 1‐arylpropan‐1‐ol in up to 87.5% ee. Chirality 26:268‐271, 2014. © 2014 Wiley Periodicals, Inc. |
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| Keywords: | BINOL‐type ligands BIQOL resolution asymmetric addition triethylaluminium |
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