Enzymatic kinetic resolution of primary allenic alcohols. Application to the total synthesis and stereochemical assignment of striatisporolide A

Jan Deska, Jan-E. Bäckvall

Research output: Contribution to journalArticleScientificpeer-review

Abstract

Crude porcine pancreatic lipase was successfully used for the kinetic resolution of axially chiral primary allenic alcohols providing very high enantioselectivities with E values above 200. This simple access to optically active allenes was applied to the total synthesis of the fungal metabolite (−)-striatisporolide A, allowing its unambiguous stereochemical assignment.
Original languageEnglish
Pages (from-to)3379-3381
Number of pages3
JournalORGANIC AND BIOMOLECULAR CHEMISTRY
Volume7
DOIs
Publication statusPublished - 29 Jun 2009
MoE publication typeA1 Journal article-refereed

Keywords

  • natural product synthesis
  • chemoenzymatic
  • lipase
  • kinetic resolution
  • heterocycles
  • biocatalysis

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