Journal
TETRAHEDRON
Volume 73, Issue 20, Pages 2984-2989Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2017.04.024
Keywords
CO2-expanded bio-based liquids; Alternative solvents; Bulky secondary alcohols; Lipase-catalyzed transesterification; Kinetic resolution
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Funding
- Sasakawa Scientific Research Grant from the Japan Science Society [27-343]
- Novozymes Japan Research Fund
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For the first time, CO2-expanded bio-based liquids were reported as novel and sustainable solvents for biocatalysis. Herein, it was found that by expansion with CO2, 2-methyltetrahydrofuran (MeTHF), and other bio-based liquids, which were not favorable solvents for immobilized Candida antarctica lipase B (Novozym 435) catalyzed transesterification, were tuned into excellent reaction media. Especially, for the kinetic resolution of challenging bulky secondary substrates such as rac-1-adamantylethanol, the lipase displayed very high activity with excellent enantioselectivity (E value > 200) in CO2-expanded MeTHF (MeTHF concentration 10% viv, 6 MPa), whereas there was almost no activity observed in conventional organic solvents. (C) 2017 Elsevier Ltd. All rights reserved.
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