Catalytic synthesis of peptide-derived thiazolines and oxazolines using bis(quinolinolato)dioxomolybdenum(VI) complexes

Akira Sakakura, Rei Kondo, Shuhei Umemura, Kazuaki Ishihara

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

Bis(2-ethyl-8-quinolinolato)dioxomolybdenum(VI) (9) (1 mol %) shows remarkable catalytic activity for the dehydrative cyclization of cysteine-containing dipeptides 1 to give the corresponding thiazolines 2 with less than 6 % epimerization at the C2-exomethine position. For the dehydrative cyclization of threonine-containing dipeptides 4, 1 mol % of bis(2-phenyl-8-quinolinolato)dioxomolybdenum(VI) (10) gives the corresponding oxazolines 5 with retention of configuration at the 5-position.

Original languageEnglish
Pages (from-to)1641-1646
Number of pages6
JournalAdvanced Synthesis and Catalysis
Volume349
Issue number10
DOIs
Publication statusPublished - Jul 2007
Externally publishedYes

Fingerprint

Dipeptides
Cyclization
Peptides
Threonine
Cysteine
Catalyst activity

Keywords

  • Catalysis
  • Dehydrative cyclization
  • Molybdenum
  • Oxazolines
  • Quinolinolato species
  • Thiazolines

ASJC Scopus subject areas

  • Chemistry (miscellaneous)
  • Organic Chemistry
  • Catalysis

Cite this

Catalytic synthesis of peptide-derived thiazolines and oxazolines using bis(quinolinolato)dioxomolybdenum(VI) complexes. / Sakakura, Akira; Kondo, Rei; Umemura, Shuhei; Ishihara, Kazuaki.

In: Advanced Synthesis and Catalysis, Vol. 349, No. 10, 07.2007, p. 1641-1646.

Research output: Contribution to journalArticle

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AU - Ishihara, Kazuaki

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