Formal synthesis of salinosporamide A using a nickel-catalyzed reductive aldol cyclization-lactonization as a key step

Isabel Villanueva Margalef, Leszek Rupnicki, Hon Wai Lam

Research output: Contribution to journalArticlepeer-review

Abstract

Application of a sequential nickel-catalyzed reductive aldol cyclization-lactonization reaction in a short formal synthesis of salinsporamide A, a potent 20S proteasome inhibitor and anti-cancer compound, is described. (C) 2008 Elsevier Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)7896-7901
Number of pages6
JournalTetrahedron
Volume64
Issue number34
DOIs
Publication statusPublished - 18 Aug 2008

Keywords

  • ENANTIOSELECTIVE TOTAL-SYNTHESIS
  • POTENT PROTEASOME INHIBITOR
  • BAYLIS-HILLMAN REACTION
  • CONCISE TOTAL-SYNTHESIS
  • STEREOCONTROLLED SYNTHESIS
  • STOICHIOMETRIC REDUCTANT
  • MICROBIAL METABOLITE
  • NEUROBLASTOMA-CELLS
  • SECONDARY ALCOHOLS
  • ORGANIC-SYNTHESIS

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