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Lipase-catalyzed resolution of primary alcohol containing quaternary chiral carbon

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Summary

2-Cyano-2-phenyl-1-hexanol containing chiral quaternary carbon was resolved using a lipase. Among various reaction conditions, transesterification reaction (solvent; n-hexane, lipase; Candida cylindracea) gave high selectivity(20/80). Additionally, the selectivity could be improved(13/87) when pyridine(1%) was used as an additive. The ratios of resolved alcohols were determined by GC and 1H-NMR analysis using Mosher's derivative.

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Authors and Affiliations

  1. Division of Applied Science, Korea Institute of Science and Technology, #39-1, Hawolkokdong, 136-791, Seongbuk-ku, Seoul, Korea

    Chan Seong Cheong, Dai Sig Im, Jiyoung Kim & In O Kim

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  1. Chan Seong Cheong
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  2. Dai Sig Im
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  3. Jiyoung Kim
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  4. In O Kim
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Cheong, C.S., Im, D.S., Kim, J. et al. Lipase-catalyzed resolution of primary alcohol containing quaternary chiral carbon. Biotechnol Lett 18, 1419–1422 (1996). https://doi.org/10.1007/BF00129346

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  • DOI: https://doi.org/10.1007/BF00129346

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