Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 635-642 |
| Seitenumfang | 8 |
| Fachzeitschrift | Advanced Synthesis and Catalysis |
| Jahrgang | 345 |
| Ausgabenummer | 5 |
| Publikationsstatus | Veröffentlicht - 23 Apr. 2003 |
Abstract
A polymer-bound reagent for the efficient oxidation of primary alcohols to aldehydes and secondary alcohols to ketones in the presence of a catalytic amount of 2,2,6,6-tetramethyl-1-piperidinyloxyl (TEMPO) is described. The oxidation process is particular mild and allows one to prepare aldehydes with α-chirality without racemization. This also includes the synthesis of α-aminoaldehydes. In most cases, work-up of this heavy metal-free oxidation is achieved by simple filtration followed by removal of the solvent. Insight into the role of the bromate(I) anion in the oxidation process was gained from the TEMPO-mediated oxidation of benzaldehyde in the presence of the hypochlorite anion loaded on an anion exchange resin.
ASJC Scopus Sachgebiete
- Chemische Verfahrenstechnik (insg.)
- Katalyse
- Chemie (insg.)
- Organische Chemie
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in: Advanced Synthesis and Catalysis, Jahrgang 345, Nr. 5, 23.04.2003, S. 635-642.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - Polymer-Supported Bisacetoxybromate(I) Anion - An Efficient Co-Oxidant in the TEMPO-Mediated Oxidation of Primary and Secondary Alcohols
AU - Brünjes, Marco
AU - Sourkouni-Argirusi, Georgia
AU - Kirschning, Andreas
PY - 2003/4/23
Y1 - 2003/4/23
N2 - A polymer-bound reagent for the efficient oxidation of primary alcohols to aldehydes and secondary alcohols to ketones in the presence of a catalytic amount of 2,2,6,6-tetramethyl-1-piperidinyloxyl (TEMPO) is described. The oxidation process is particular mild and allows one to prepare aldehydes with α-chirality without racemization. This also includes the synthesis of α-aminoaldehydes. In most cases, work-up of this heavy metal-free oxidation is achieved by simple filtration followed by removal of the solvent. Insight into the role of the bromate(I) anion in the oxidation process was gained from the TEMPO-mediated oxidation of benzaldehyde in the presence of the hypochlorite anion loaded on an anion exchange resin.
AB - A polymer-bound reagent for the efficient oxidation of primary alcohols to aldehydes and secondary alcohols to ketones in the presence of a catalytic amount of 2,2,6,6-tetramethyl-1-piperidinyloxyl (TEMPO) is described. The oxidation process is particular mild and allows one to prepare aldehydes with α-chirality without racemization. This also includes the synthesis of α-aminoaldehydes. In most cases, work-up of this heavy metal-free oxidation is achieved by simple filtration followed by removal of the solvent. Insight into the role of the bromate(I) anion in the oxidation process was gained from the TEMPO-mediated oxidation of benzaldehyde in the presence of the hypochlorite anion loaded on an anion exchange resin.
KW - Aldehyde
KW - Aminoaldehyde
KW - Oxidation
KW - Polymer-bound reagent
KW - Radical reaction
UR - http://www.scopus.com/inward/record.url?scp=0242573151&partnerID=8YFLogxK
U2 - 10.1002/adsc.200202208
DO - 10.1002/adsc.200202208
M3 - Article
AN - SCOPUS:0242573151
VL - 345
SP - 635
EP - 642
JO - Advanced Synthesis and Catalysis
JF - Advanced Synthesis and Catalysis
SN - 1615-4150
IS - 5
ER -