Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2017, Issue 46, Pages 6906-6913Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201701349
Keywords
Deformylation; Natural products; Polyketides; Radical reactions; TEMPO
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Funding
- Deutsche Akademische Austauschdienst (DAAD)
- Russian Science Foundation [RSF-16-13-10081]
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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.
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