ID | 113939 |
Author |
Sano, Shigeki
Tokushima University
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Kujime, Eiko
Tokushima University|Matsuyama University
Tanaka, Hiroko
Tokushima University
Kitaike, Syuji
Tokushima University
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Keywords | Stereogenic phosphorus atom
Methyl bis(2,2,2-trifluoroethyl)phosphonoacetate
Horner-Wadsworth-Emmons reagent
Kinetic resolution
Enzymatic hydrolysis
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Content Type |
Journal Article
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Description | In this data article, we describe the enzymatic kinetic resolution of a series of racemic mixed phosphonoacetates, which were successfully prepared from methyl bis(2,2,2-trifluoroethyl)phosphonoacetate (Still-Gennari reagent) by alcoholysis with σ-symmetrical secondary alcohols in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). Porcine liver esterase (PLE)-catalyzed kinetic resolution of some of these racemic mixed phosphonoacetates proceeded in a highly stereoselective manner to furnish the chiral P-stereogenic phosphonoacetates (up to >99% ee).
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Journal Title |
Chemical Data Collections
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ISSN | 24058300
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Publisher | Elsevier
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Volume | 5-6
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Start Page | 12
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End Page | 20
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Published Date | 2016-09-16
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Rights | © 2016. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/
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EDB ID | |
DOI (Published Version) | |
URL ( Publisher's Version ) | |
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language |
eng
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TextVersion |
Author
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departments |
Pharmaceutical Sciences
Technical Support Department
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