Stereoselective Total Synthesis of the Non-Contiguous Polyketide Natural Product (–)-Dolabriferol

Naresh Gantasala, Suresh Borra, Srihari Pabbaraja

Research output: Contribution to journalArticlepeer-review

5 Scopus citations


The stereoselective total synthesis of the non-contiguous polypropionate dolabriferol has been accomplished in 17 steps, by an approach that is both divergent and convergent. The key reactions involved are enantioselective cross-aldol coupling, aldol dimerisation of propionaldehyde, Sharpless asymmetric epoxidation, regioselective epoxide opening and Yamaguchi esterification. The effects of the protecting groups on the alcohol substrate on differential reactivity in Yamaguchi esterification were noteworthy.

Original languageEnglish (US)
Pages (from-to)1230-1240
Number of pages11
JournalEuropean Journal of Organic Chemistry
Issue number10
StatePublished - Mar 14 2018
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim


  • Aldol reactions
  • Dolabriferol
  • Natural productscts
  • Polyketidesdes
  • Sharpless epoxidation
  • Total synthesis
  • Yamaguchi esterification


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