Utilizing the high dielectric constant of water: efficient synthesis of amino acid-derivatized cyclobutenones

Jun Li, Yongbin Han, Teresa B. Freedman, Shifa Zhu, Deborah J. Kerwood, Yan Yeung Luk

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

This work reports the use of water as a solvent to facilitate an efficient syntheses of amino acid-derivatized cyclobutenone. Kinetics studies in different solvents reveals that high dielectric constants of the solvents are the primary attribute for the high yielding and fast rate for this reaction. This class of substitution reactions in water also proceeds efficiently with a wide range of amino acids.

Original languageEnglish (US)
Pages (from-to)2128-2131
Number of pages4
JournalTetrahedron Letters
Volume49
Issue number13
DOIs
StatePublished - Mar 24 2008

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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