Synthetic studies on thiostrepton family of peptide antibiotics: Synthesis of the tetrasubstituted dihydroquinoline portion of siomycin D1

Shuhei Higashibayashi, Tomonori Mori, Kazuyuki Shinko, Kimiko Hashimoto, Masaya Nakata

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

The tetrasubstituted dihydroquinoline portion of siomycin D1, a member of the thiostrepton family of peptide antibiotics, was synthesized from 5,6,7,8-tetrahydroquinoline featuring the modified Reissert-Henze reaction, the homolytic aromatic substitution reaction, the modified Boekelheide rearrangement, and the Jacobsen asymmetric epoxidation.

Original languageEnglish
Pages (from-to)111-122
Number of pages12
JournalHeterocycles
Volume57
Issue number1
Publication statusPublished - 2002 Jan 1

Fingerprint

Thiostrepton
Epoxidation
Substitution reactions
Anti-Bacterial Agents
Peptides
siomycin D1
5,6,7,8-tetrahydroquinoline

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthetic studies on thiostrepton family of peptide antibiotics : Synthesis of the tetrasubstituted dihydroquinoline portion of siomycin D1. / Higashibayashi, Shuhei; Mori, Tomonori; Shinko, Kazuyuki; Hashimoto, Kimiko; Nakata, Masaya.

In: Heterocycles, Vol. 57, No. 1, 01.01.2002, p. 111-122.

Research output: Contribution to journalArticle

Higashibayashi, Shuhei ; Mori, Tomonori ; Shinko, Kazuyuki ; Hashimoto, Kimiko ; Nakata, Masaya. / Synthetic studies on thiostrepton family of peptide antibiotics : Synthesis of the tetrasubstituted dihydroquinoline portion of siomycin D1. In: Heterocycles. 2002 ; Vol. 57, No. 1. pp. 111-122.
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