Abstract
A TEMPO-mediated oxidative deformylation of aldehydes is reported that yields the TEMPO adducts, which can be further oxidized to the corresponding ketones. The focus of this work was on the optimization of a synthetic protocol for use in natural product synthesis, specifically for the preparation of chiral backbones with 1,2-oxo functionalization found in polyketide antibiotics. In addition, the oxidative deformylation was combined with the oxidation of the alcohol to the precursor aldehyde in a one-pot protocol.
| Original language | English |
|---|---|
| Pages (from-to) | 6906-6913 |
| Number of pages | 8 |
| Journal | European Journal of Organic Chemistry |
| Volume | 2017 |
| Issue number | 46 |
| DOIs | |
| Publication status | Published - 15 Dec 2017 |
Keywords
- Deformylation
- Natural products
- Polyketides
- Radical reactions
- TEMPO
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
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Kipke, A., Schöning, K. U., Yusubov, M., & Kirschning, A. (2017). TEMPO-Mediated Oxidative Deformylation of Aldehydes: Applications in the Synthesis of Polyketide Fragments. European Journal of Organic Chemistry, 2017(46), 6906-6913. https://doi.org/10.1002/ejoc.201701349