Stereoselective synthesis of functionalized pyroglutamates

Matthew J. Just, Srinivas Tekkam, Mohammad A. Alam, Subash C. Jonnalagadda, Joseph L. Johnson, Venkatram R. Mereddy

Research output: Contribution to journalArticlepeer-review

11 Scopus citations

Abstract

Novel stereoselective synthesis of α-methylene-β-substituted pyroglutamates, and α-alkylidene-pyroglutamates has been achieved via substrate controlled asymmetric alkylation of l-threonine derived oxazole with Baylis-Hillman reaction based allyl bromides and acetates, respectively. The synthesized compounds were evaluated for their proteasome inhibition and cytotoxicity on multiple myeloma cells.

Original languageEnglish (US)
Pages (from-to)5349-5351
Number of pages3
JournalTetrahedron Letters
Volume52
Issue number41
DOIs
StatePublished - Oct 12 2011

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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