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

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. Graphic

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Bibliographic Details
Published in:Tetrahedron letters 2002, Vol.43 (1), p.105-110
Main Authors: Higashibayashi, Syuhei, Hashimoto, Kimiko, Nakata, Masaya
Format: Article
Language:English
Subjects:
piperidines
stereoselective reduction
sulfinimines
thiostrepton
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Summary: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. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(01)02090-1