Synthesis of carbo- and heterocyclic aldehydes bearing an adjacent donor group. Ozonolysis versus OsO4/KIO4-oxidation was written by Mihovilovic, Marko D.;Spina, Markus;Mueller, Bernhard;Stanetty, Peter. And the article was included in Monatshefte fuer Chemie in 2004.Application of 33439-27-9 This article mentions the following:
The synthesis of carbo- and heterocyclic aldehydes bearing an ipso-methoxy group is investigated. The synthetic sequence is based on an initial Grignard addition of an olefin to a cyclic ketone followed by methylation of the resulting tertiary alc. The terminal olefin serves as precursor for the aldehyde functionality. Oxidation by ozonolysis turned out to depend significantly on the distance of the donor methoxy group. The observed side reactions could be circumvented by applying a one-pot OsO4 mediated diol formation followed by Malaprade oxidation using KIO4. A series of carbo- and heterocyclic precursors were successfully converted to the title products. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Application of 33439-27-9).
1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.Application of 33439-27-9
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem