Formal Total Synthesis of (+)-C9-Deoxyomuralide from L-Leucine Using a Double Sacrificial Chirality Transfer Approach

Philip C. Bulman Page*, Ross L. Goodyear, Alexandra E. Horton, Yohan Chan, Rehana Karim, Maria A. O'Connell, Christopher Hamilton, Alexandra M. Z. Slawin, Benjamin R. Buckley, Steven M. Allin

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

Formal stereocontrolled syntheses of (+/-)- and (+)-C9-deoxyomuralide is reported, constituting one of the shortest routes to the full carbon skeleton reported to date.

Original languageEnglish
Pages (from-to)12209-12223
Number of pages15
JournalThe Journal of Organic Chemistry
Volume82
Issue number23
Early online date7 Nov 2017
DOIs
Publication statusPublished - 1 Dec 2017

Keywords

  • PROTEASOME INHIBITOR
  • BETA-LACTONE
  • MICROBIAL METABOLITE
  • NEUROBLASTOMA-CELLS
  • SALINOSPORAMIDE-A
  • CRYSTAL-STRUCTURE
  • 20S PROTEASOME
  • LACTACYSTIN
  • (+)-LACTACYSTIN
  • APOPTOSIS

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