A Unified Approach for the Total Synthesis of cyclo-Archaeol, iso-Caldarchaeol, Caldarchaeol, and Mycoketide

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Abstract

Ir-catalyzed asymmetric alkene hydrogenation is presented as the strategy par excellence to prepare saturated isoprenoids and mycoketides. This highly stereoselective synthesis approach is combined with an established 13C-NMR method to determine the enantioselectivity of each methyl-branched stereocenter. It is shown that this analysis is fit for purpose and the combination allows the synthesis of the title compounds with a significant increase in efficiency.

Original languageEnglish
Pages (from-to) 17497-17503
Number of pages7
JournalAngewandte Chemie (International ed. in English)
Volume60
Issue number32
Early online date30-Apr-2021
DOIs
Publication statusPublished - 2-Aug-2021

Keywords

  • Archaea
  • asymmetric hydrogenation
  • lipids
  • membrane spanning
  • metathesis

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