Facile synthesis of chiral 2-formyl-1,1′-binaphthyl via lipase-catalyzed acylation and hydrolysis of 1,1′-binaphthyl oximes |
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| Authors: | Naoto Aoyagi Tomoyuki OhwadaTaeko Izumi |
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| Institution: | Department of Chemistry and Chemical Engineering, Graduate School of Science and Engineering, Yamagata University, Jyonan, Yonezawa, Yamagata 992-8510, Japan |
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| Abstract: | Lipase-catalyzed acylation of 2-hydroxyiminomethyl-1,1′-binaphthyl (±)-1] and hydrolysis of 2-acetoxyiminomethyl-1,1′-binaphthyl (±)-2] yielded optically active oximes 1 and 2 with high enantiomeric excess. Successful synthesis of the optically active aldehyde 4 from chiral O-acetyl oxime 2 occurred without a decrease of enantiomeric excess. |
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| Keywords: | binaphthyl Suzuki cross-coupling oxime lipase acylation hydrolysis |
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