Synthetic studies on the thiostrepton family of peptide antibiotics: Synthesis of the tetrasubstituted dehydropiperidine and piperidine cores

Syuhei Higashibayashi; Kimiko Hashimoto; Masaya Nakata

doi:10.1016/S0040-4039(01)02090-1

Synthetic studies on the thiostrepton family of peptide antibiotics: Synthesis of the tetrasubstituted dehydropiperidine and piperidine cores

Syuhei Higashibayashi, Kimiko Hashimoto, Masaya Nakata

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

28 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 language	English
Pages (from-to)	105-110
Number of pages	6
Journal	Tetrahedron Letters
Volume	43
Issue number	1
DOIs	https://doi.org/10.1016/S0040-4039(01)02090-1
Publication status	Published - 2002 Jan 1

Keywords

Piperidines
Stereoselective reduction
Sulfinimines
Thiostrepton

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(01)02090-1

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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.",

keywords = "Piperidines, Stereoselective reduction, Sulfinimines, Thiostrepton",

author = "Syuhei Higashibayashi and Kimiko Hashimoto and Masaya Nakata",

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AU - Higashibayashi, Syuhei

AU - Hashimoto, Kimiko

AU - Nakata, Masaya

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N2 - 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.

AB - 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.

KW - Piperidines

KW - Stereoselective reduction

KW - Sulfinimines

KW - Thiostrepton

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Synthetic studies on the thiostrepton family of peptide antibiotics: Synthesis of the tetrasubstituted dehydropiperidine and piperidine cores

Abstract

Keywords

ASJC Scopus subject areas

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