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Chromatography-Free Enzymatic Kinetic Resolution of Secondary Alcohols

Maywald, Matthias and Pfaltz, Andreas. (2009) Chromatography-Free Enzymatic Kinetic Resolution of Secondary Alcohols. Synthesis, 2009 (21). pp. 3654-3660.

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Official URL: http://edoc.unibas.ch/dok/A5253843

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Abstract

Racemic secondary alcohols were resolved by enzymatic esterification using Candida antarctica lipase B (CAL B). After derivatization of the unreacted enantiomer with phthalic anhydride, the resulting phthalic acid monoesters could be easily separated from the corresponding acetates by precipitation and filtration or distillation, thus avoiding laborious column chromatography, which is a major obstacle for large-scale reactions. This method has been successfully applied to the multigram synthesis of enantiopure pyridyl alcohols.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Synthetische organische Chemie (Pfaltz)
UniBasel Contributors:Pfaltz, Andreas
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Georg Thieme
ISSN:0039-7881
e-ISSN:1437-210X
Note:Publication type according to Uni Basel Research Database: Journal article
Identification Number:
Last Modified:10 Apr 2017 13:32
Deposited On:22 Mar 2012 14:12

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