---
_id: '62096'
abstract:
- lang: eng
  text: <jats:title>Abstract</jats:title><jats:p>The biocatalytic kinetic resolution
    of cyclic carbonates derived from glycerol is reported. A selection of 26 esterases
    and lipases was tested for the asymmetric hydrolysis of the model substrate (epichlorohydrin
    carbonate) in aqueous medium. Among them, Pig Liver Esterase and Novozym® 435
    showed the best selectivity with <jats:italic>E</jats:italic>=38 and 49, respectively.
    Both enzymes were employed for the conversion of 12 glycerol derivatives under
    optimized conditions. The resolution of halogenated carbonates afforded the unconverted
    enantiomer in up to &gt;99 : 1 <jats:italic>er</jats:italic>. Furthermore, Novozym®
    435 was successfully recycled 10 times without significant loss of activity. Upscaling
    and isolation of the chiral carbonate was also demonstrated. Subsequent conversion
    of this chiral building block allowed the direct one‐pot synthesis of (<jats:italic>S</jats:italic>)‐Guaifenesin,
    (<jats:italic>S</jats:italic>)‐Mephenesin and (<jats:italic>S</jats:italic>)‐Chlorphenesin
    in up to 89 % yield and 94 : 6 <jats:italic>er</jats:italic>.</jats:p>
article_number: e202300917
author:
- first_name: Constanza
  full_name: Terazzi, Constanza
  last_name: Terazzi
- first_name: Anke
  full_name: Spannenberg, Anke
  last_name: Spannenberg
- first_name: Jan
  full_name: von Langermann, Jan
  last_name: von Langermann
- first_name: Thomas
  full_name: Werner, Thomas
  id: '89271'
  last_name: Werner
  orcid: 0000-0001-9025-3244
citation:
  ama: Terazzi C, Spannenberg A, von Langermann J, Werner T. Chemoenzymatic Synthesis
    of Chiral Building Blocks Based on the Kinetic Resolution of Glycerol‐Derived
    Cyclic Carbonates. <i>ChemCatChem</i>. 2023;15(19). doi:<a href="https://doi.org/10.1002/cctc.202300917">10.1002/cctc.202300917</a>
  apa: Terazzi, C., Spannenberg, A., von Langermann, J., &#38; Werner, T. (2023).
    Chemoenzymatic Synthesis of Chiral Building Blocks Based on the Kinetic Resolution
    of Glycerol‐Derived Cyclic Carbonates. <i>ChemCatChem</i>, <i>15</i>(19), Article
    e202300917. <a href="https://doi.org/10.1002/cctc.202300917">https://doi.org/10.1002/cctc.202300917</a>
  bibtex: '@article{Terazzi_Spannenberg_von Langermann_Werner_2023, title={Chemoenzymatic
    Synthesis of Chiral Building Blocks Based on the Kinetic Resolution of Glycerol‐Derived
    Cyclic Carbonates}, volume={15}, DOI={<a href="https://doi.org/10.1002/cctc.202300917">10.1002/cctc.202300917</a>},
    number={19e202300917}, journal={ChemCatChem}, publisher={Wiley}, author={Terazzi,
    Constanza and Spannenberg, Anke and von Langermann, Jan and Werner, Thomas}, year={2023}
    }'
  chicago: Terazzi, Constanza, Anke Spannenberg, Jan von Langermann, and Thomas Werner.
    “Chemoenzymatic Synthesis of Chiral Building Blocks Based on the Kinetic Resolution
    of Glycerol‐Derived Cyclic Carbonates.” <i>ChemCatChem</i> 15, no. 19 (2023).
    <a href="https://doi.org/10.1002/cctc.202300917">https://doi.org/10.1002/cctc.202300917</a>.
  ieee: 'C. Terazzi, A. Spannenberg, J. von Langermann, and T. Werner, “Chemoenzymatic
    Synthesis of Chiral Building Blocks Based on the Kinetic Resolution of Glycerol‐Derived
    Cyclic Carbonates,” <i>ChemCatChem</i>, vol. 15, no. 19, Art. no. e202300917,
    2023, doi: <a href="https://doi.org/10.1002/cctc.202300917">10.1002/cctc.202300917</a>.'
  mla: Terazzi, Constanza, et al. “Chemoenzymatic Synthesis of Chiral Building Blocks
    Based on the Kinetic Resolution of Glycerol‐Derived Cyclic Carbonates.” <i>ChemCatChem</i>,
    vol. 15, no. 19, e202300917, Wiley, 2023, doi:<a href="https://doi.org/10.1002/cctc.202300917">10.1002/cctc.202300917</a>.
  short: C. Terazzi, A. Spannenberg, J. von Langermann, T. Werner, ChemCatChem 15
    (2023).
date_created: 2025-11-05T15:23:21Z
date_updated: 2025-11-10T08:46:22Z
department:
- _id: '35'
- _id: '2'
doi: 10.1002/cctc.202300917
intvolume: '        15'
issue: '19'
keyword:
- T1
- T4
- CSSD
language:
- iso: eng
publication: ChemCatChem
publication_identifier:
  issn:
  - 1867-3880
  - 1867-3899
publication_status: published
publisher: Wiley
status: public
title: Chemoenzymatic Synthesis of Chiral Building Blocks Based on the Kinetic Resolution
  of Glycerol‐Derived Cyclic Carbonates
type: journal_article
user_id: '89271'
volume: 15
year: '2023'
...