Synthetic studies on the thiostrepton family of peptide antibiotics

Synthesis of the tetrasubstituted dehydropiperidine and piperidine cores

Shuhei Higashibayashi, Kimiko Hashimoto, Masaya Nakata

Research output: Contribution to journal › Article

27 Citations (Scopus)

Abstract

The tetrasubstituted dehydropiperidine and piperidine cores of the thiostrepton family of peptide antibiotics were synthesized which featured the coupling between the azomethine ylide and the enantiopure sulfinimine, and the subsequent stereoselective reduction of the six-membered imine.

Original languageEnglish
Pages (from-to)105-110
Number of pages6
JournalTetrahedron Letters
Volume43
Issue number1
DOIs
Publication statusPublished - 2002 Jan 1

Fingerprint

Thiostrepton
Imines
Anti-Bacterial Agents
Peptides
sulfinimine
azomethine
piperidine

Keywords

  • Piperidines
  • Stereoselective reduction
  • Sulfinimines
  • Thiostrepton

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Synthetic studies on the thiostrepton family of peptide antibiotics : Synthesis of the tetrasubstituted dehydropiperidine and piperidine cores. / Higashibayashi, Shuhei; Hashimoto, Kimiko; Nakata, Masaya.

In: Tetrahedron Letters, Vol. 43, No. 1, 01.01.2002, p. 105-110.

Research output: Contribution to journal › Article

Higashibayashi, S, Hashimoto, K & Nakata, M 2002, 'Synthetic studies on the thiostrepton family of peptide antibiotics: Synthesis of the tetrasubstituted dehydropiperidine and piperidine cores', Tetrahedron Letters, vol. 43, no. 1, pp. 105-110. https://doi.org/10.1016/S0040-4039(01)02090-1
Higashibayashi S, Hashimoto K, Nakata M. Synthetic studies on the thiostrepton family of peptide antibiotics: Synthesis of the tetrasubstituted dehydropiperidine and piperidine cores. Tetrahedron Letters. 2002 Jan 1;43(1):105-110. https://doi.org/10.1016/S0040-4039(01)02090-1
Higashibayashi, Shuhei ; Hashimoto, Kimiko ; Nakata, Masaya. / Synthetic studies on the thiostrepton family of peptide antibiotics : Synthesis of the tetrasubstituted dehydropiperidine and piperidine cores. In: Tetrahedron Letters. 2002 ; Vol. 43, No. 1. pp. 105-110.
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