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Stereoselective organocatalytic oxidation of alcohols to enals: a homologation method to prepare polyenes.
- Source :
-
Chemical Communications . 2/28/2016, Vol. 52 Issue 17, p3532-3535. 4p. - Publication Year :
- 2016
-
Abstract
- A novel method for organocatalytic oxidation through oxidative enamine catalysis was developed with excellent compatibility for the direct syntheses of enals from simple saturated alcohols. By using this amine-catalyzed IBX-oxidation, a wide range of aromatic and aliphatic substituted enals were successfully generated in high yields and exclusively stereoselective E-geometry. Moreover, varying the solvents and/or the loading amounts of IBX allowed for the selective oxidation of alcohols and aldehydes. Importantly, the homologous application of this method provided a selective and efficient way of preparing various highly sensitive conjugated polyene frameworks, which are enriched in natural products. [ABSTRACT FROM AUTHOR]
- Subjects :
- *ASYMMETRIC synthesis
*OXIDATION
*POLYENES
*ENAMINES
*GEOMETRY
Subjects
Details
- Language :
- English
- ISSN :
- 13597345
- Volume :
- 52
- Issue :
- 17
- Database :
- Academic Search Index
- Journal :
- Chemical Communications
- Publication Type :
- Academic Journal
- Accession number :
- 113183519
- Full Text :
- https://doi.org/10.1039/c5cc10093c