Synthesis of bistramide A

Alexander V. Statsuk, Dong Liu, Sergey A. Kozmin*

*Corresponding author for this work

Research output: Contribution to journalArticle

104 Scopus citations

Abstract

We have developed an efficient and highly stereocontrolled synthesis of bistramide A, a selective activator of protein kinase C isotype δ. Our synthetic strategy featured a novel bidirectional approach for spiroketal construction based on the ring-opening/cross-metathesis sequence employing a highly strained cyclopropenone acetal. The synthesis afforded the final target with the longest linear sequence of 15 steps and provided unambiguous structural determination of bistramide A, including assignment of the previously unknown C37 stereochemistry.

Original languageEnglish (US)
Pages (from-to)9546-9547
Number of pages2
JournalJournal of the American Chemical Society
Volume126
Issue number31
DOIs
StatePublished - Aug 11 2004

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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    Statsuk, A. V., Liu, D., & Kozmin, S. A. (2004). Synthesis of bistramide A. Journal of the American Chemical Society, 126(31), 9546-9547. https://doi.org/10.1021/ja046588h