Synthesis of Diketopiperizine Peptide Derivatives by Cross-Metathesis

Abstract

The olefin CM reactivity and selectivity of amino acid derivatives with a cyclic scaffold to generate diketopiperizine peptide derivatives were investigated. Product yields were dependent on the amino acid R groups, and whether the amino acid possessed an allyl or homoallyl moiety at the caroxylate side. The stereoselectivity of the dipeptide derivatives was found to be predominantly trans.

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Document Details

Document Type
Technical Report
Publication Date
May 01, 2006
Accession Number
ADA448991

Entities

People

  • Daniel Cooper
  • Eric Enholm
  • Ion Ghiviriga
  • Tammy K. Low

Organizations

  • University of Florida

Tags

DTIC Thesaurus Topics

  • Abstracts
  • Air Force
  • Alanine
  • Alcohols
  • Alkenes
  • Amino Acids
  • Chemical Shifts
  • Chemical Synthesis
  • Chemistry
  • Chromatography
  • Column Chromatography
  • Exchange Reactions
  • Magnetic Resonance
  • Materials
  • Nuclear Magnetic Resonance
  • Organic Chemistry
  • Silica Gels

Fields of Study

  • Chemistry

Readers

  • Molecular and Cellular Biochemistry
  • Organic Chemistry