Synthetic Approaches to Enantiomerically Enriched 4-Hydroxycyclohex-2-en-1-one - A Key Chiral Building Block in Complex Natural Product Synthesis

Alan R. Burns, Richard J. K. Taylor

Research output: Contribution to journalLiterature reviewpeer-review

Abstract

4-Hydroxycyclohex-2-en-1-one and its derivatives have been used as the key chiral building blocks in a number of natural product and complex molecule syntheses. This review describes the many and varied methods for preparing the title compound in an enantioselective manner and also details how it has been utilised in natural product synthesis.

Original languageEnglish
Pages (from-to)681-707
Number of pages27
JournalSYNTHESIS-STUTTGART
Issue number5
DOIs
Publication statusPublished - Mar 2011

Keywords

  • asymmetric catalysis
  • chiral auxiliaries
  • chiral pool
  • kinetic resolution
  • natural products
  • BACTERIAL-DNA PRIMASE
  • ALKYLIDENE-GAMMA-BUTYROLACTONES
  • ENANTIOSELECTIVE SYNTHESIS
  • STEREOSELECTIVE-SYNTHESIS
  • ABSOLUTE-CONFIGURATION
  • CONCISE SYNTHESIS
  • MICHAEL REACTION
  • BLENNOLIDE-C
  • EFFICIENT
  • INHIBITOR

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