Literature DB >> 28594456

Total Synthesis of 7-epi-Pukalide and 7-Acetylsinumaximol B.

Kirsten McAulay1, J Stephen Clark1.   

Abstract

Convergent total syntheses of the furanocembranoids 7-epi-pukalide and 7-acetylsinumaximol B have been achieved using a one-pot Knoevenagel condensation and thioether-mediated furan-forming reaction. Furan formation proceeds via a sulfur ylide and results in rapid introduction of structural complexity during the coupling of two highly functionalised fragments. The targets have been prepared in 16 steps from (R)-perillyl alcohol.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  cembrane; lactonisation; natural products; ring-closing metathesis; total synthesis

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Substances:

Year:  2017        PMID: 28594456     DOI: 10.1002/chem.201702591

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  1 in total

1.  Anti-Inflammatory Dembranoids from the Soft Coral Lobophytum crassum.

Authors:  Kuei-Hung Lai; Wan-Jing You; Chi-Chen Lin; Mohamed El-Shazly; Zuo-Jian Liao; Jui-Hsin Su
Journal:  Mar Drugs       Date:  2017-10-23       Impact factor: 5.118

  1 in total

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