Stereoselective Synthesis of the Western Fragment of Vancoresmycin

The synthesis of the western fragment of vancoresmycin was accomplished in a highly modular and stereoselective manner. Central to this strategy was a modified Cu-catalyzed β-boration protocol for α,β-unsaturated enones, which enabled convergent construction of complex, densely functionalized polyketide architectures with high stereocontrol. Application to a structurally demanding fragment highlighted its potential as a general tool for 1,3-diol construction. In addition, NMR comparison confirmed the stereochemical assignment of the western part of vancoresmycin.

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Publication Details

Journal
Organic Letters
Published
2026-02-03
DOI
https://doi.org/10.1021/acs.orglett.6c00073
Citations
1
Primary Topic
Microbial Natural Products and Biosynthesis
Type
article
Field-Weighted Citation Impact
32.57
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Stereoselective Synthesis of the Western Fragment of Vancoresmycin

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article

Stereoselective Synthesis of the Western Fragment of Vancoresmycin

Max Schönenbroicher, Maximilian Seul, Dirk Menche, Florian Heppner, Simon Morgenschweis
article en
1 citations

Abstract

The synthesis of the western fragment of vancoresmycin was accomplished in a highly modular and stereoselective manner. Central to this strategy was a modified Cu-catalyzed β-boration protocol for α,β-unsaturated enones, which enabled convergent construction of complex, densely functionalized polyketide architectures with high stereocontrol. Application to a structurally demanding fragment highlighted its potential as a general tool for 1,3-diol construction. In addition, NMR comparison confirmed the stereochemical assignment of the western part of vancoresmycin.

Organic LettersVol. 28(6)
University of Bonn (DE)
Sustainable cities and communities
Openalex Percentile: Top 1%
Microbial Natural Products and Biosynthesis
32.57
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