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Isothiourea-catalysed sequential kinetic resolution of acyclic (±)-1,2-diols

Research output: Contribution to journalArticlepeer-review

Author(s)

Siegfried Harrer, Mark D. Greenhalgh, Rifahath M. Neyyappadath, Andrew D. Smith

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Abstract

The isothiourea-catalysed acylative kinetic resolution of a range of acyclic (±)-1,2-diols using 1 mol% of catalyst under operationally simple conditions is reported. Significantly, the bifunctional nature of (±)-1,2-diols was exploited in a sequential double kinetic resolution, in which both kinetic resolutions operate synergistically to provide access to highly enantioenriched products. The principles that underpin this process are discussed, and selectivity factors for the individual kinetic resolution steps are reported in a model system.
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Details

Original languageEnglish
Pages (from-to)1555-1560
JournalSynlett
Volume30
Issue number13
Early online date10 Jul 2019
DOIs
Publication statusPublished - Aug 2019

    Research areas

  • Kinetic resolution, Isothiourea, (±)-1,2-diols, Enantioselective acylation

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