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Chemoenzymatic Synthesis of Both Enantiomers of 3-Hydroxy-2,2-dimethylcyclohexanone.
- Source :
-
Journal of Organic Chemistry . 12/5/2008, Vol. 73 Issue 23, p9501-9503. 3p. 3 Diagrams, 2 Charts. - Publication Year :
- 2008
-
Abstract
- The stereoselective acetylation of meso-2,2-dimethyl-1,3-cyclohexanediol by vinyl acetate in the presence of three lipases gave the (1R,3S)-monoester in high enantiomeric excess (ee ≥ 98%). The hydrolysis of the corresponding meso-diacetate in the presence of Candida antarctica lipase in phosphate buffer provided the opposite enantiomer. Optically active monoacetates were converted to both enantiomers of 3-hydroxy-2,2-dimethylcyclohexanone, a versatile chiral building block. [ABSTRACT FROM AUTHOR]
- Subjects :
- *ENANTIOMERS
*VINYL acetate
*HYDROLASES
*PHOSPHATES
*ORGANIC chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 00223263
- Volume :
- 73
- Issue :
- 23
- Database :
- Academic Search Index
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 35748182
- Full Text :
- https://doi.org/10.1021/jo801954v