Asymmetric Reduction of Acetoacetic Ester by Chirally Modified Sodium Borohydride
- 1 May 1991
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 21 (10-11) , 1137-1142
- https://doi.org/10.1080/00397919108021032
Abstract
Asymmetric reduction of acetoacetic ester(6) was carried out by chirally modified NaBH4. Under the present conditions, ethyl β-hydroxybutyrate(8) was obtained in high chemical yield (optical yield 8-19%).Keywords
This publication has 9 references indexed in Scilit:
- SODIUM BOROHYDRIDE IN CARBOXYLIC ACID MEDIA. A REVIEW OF THE SYNTHETIC UTILITY OF ACYLOXYBOROHYDRIDESOrganic Preparations and Procedures International, 1985
- Asymmetric synthesis via axially dissymmetric molecules. 7. Synthetic applications of the enantioselective reduction by binaphthol-modified lithium aluminum hydride reagentsJournal of the American Chemical Society, 1984
- Asymmetric Synthesis using Organometallic CatalystsPublished by Elsevier ,1982
- A simple synthesis of (S)-(+)-sulcatol, the pheromone of gnathotrichus retusus, employing baker's yeast for asymmetric reductionTetrahedron, 1981
- Homogeneous Asymmetric HydrogenationSynthesis, 1981
- Asymmetric reductions with chiral alkoxy(acyloxy)borohydridesThe Journal of Organic Chemistry, 1980
- Asymmetric reduction of ketones with sodium borohydride in the presence of hydroxymonosaccharide derivativesThe Journal of Organic Chemistry, 1979
- Asymmetric reduction of various ketones with the sodium salts of .ALPHA.-amino acid borane complexes.CHEMICAL & PHARMACEUTICAL BULLETIN, 1979
- Lithium .beta.-isopinocamphenyl-9-borabicyclo[3.3.1]nonyl hydride. A new reagent for the asymmetric reduction of ketones with remarkable consistencyThe Journal of Organic Chemistry, 1977