Oxonium Ylide Rearrangement of Enzymatically Desymmetrized Glutarates

Jan Deska, Benedikt Skrobo

Research output: Contribution to journalArticleScientificpeer-review

Abstract

The combination of an enzyme-mediated enantioselective desymmetrization of readily available 3-benzyloxyglutarates and subsequent rhodium-catalyzed oxonium ylide rearrangement of their corresponding in situ derived diazo ketones offers a very concise and highly stereoselective access to functionalized tetrahydrofuranone building blocks.
Original languageEnglish
Pages (from-to)5998-6001
Number of pages4
JournalORGANIC LETTERS
Volume15
Issue number23
DOIs
Publication statusPublished - 7 Nov 2013
MoE publication typeA1 Journal article-refereed

Keywords

  • heterocycles
  • sigmatropic
  • biocatalysis
  • lipase
  • rhodium
  • rearrangement

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