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

Syuhei Higashibayashi; Tomonori Mori; Kazuyuki Shinko; Kimiko Hashimoto; Masaya Nakata

doi:10.3987/com-01-9375

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

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

Research output: Contribution to journal › Article › peer-review

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 language	English
Pages (from-to)	111-122
Number of pages	12
Journal	Heterocycles
Volume	57
Issue number	1
DOIs	https://doi.org/10.3987/com-01-9375
Publication status	Published - 2002 Jan 1

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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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.",

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AU - Hashimoto, Kimiko

AU - Nakata, Masaya

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

Abstract

ASJC Scopus subject areas

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