Straightforward chemical desymmetrisation of cis-(±)-4-O-protected-cyclopent-2-enol using resolving agents on column chromatography

  1. Bemba Sidi Mohamed,
  2. Suzanne Peyrottes,
  3. Jean-Pierre Uttaro and
  4. Christophe MATHEORCID Logo

Submitting author affiliation: Université de Montpellier, Montpellier, France

Beilstein Arch. 2019, 201998. doi:10.3762/bxiv.2019.98.v1

Published 03 Sep 2019

  • Preprint

Abstract

A simple and efficient procedure for the separation of cis-(+)- and cis-(−)-4-O-protected-cyclopent-2-enol, from the corresponding racemic mixture as starting material and using resolving agents, is described. The separation of diasteroisomers was accomplished by flash silica gel column chromatography. The enantiomers cis-(+)- and cis-(−)- of 4-O-protected-cyclopent-2-enol were obtained, in enantiomeric pure form, after elimination of the resolving agents.

Keywords: cis-4-O-TBS-cyclopent-2-enol • chiral building blocks • resolving agents • chemical desymmetrization • (R)-(+)-O-mandelic acid

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When a peer-reviewed version of this preprint is available in the Beilstein Journals, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Sidi Mohamed, B.; Peyrottes, S.; Uttaro, J.-P.; MATHE, C. Beilstein Arch. 2019, 201998. doi:10.3762/bxiv.2019.98.v1

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© 2019 Sidi Mohamed et al.; licensee Beilstein-Institut.
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