Enantioselective Reduction of Oxime Ethers with Borane Catalyzed by Polymer-Supported 2-Piperazinemethanol
β Scribed by Itsuno, Shinichi; Matsumoto, Takeshi; Sato, Daisuke; Inoue, Tsutomu
- Book ID
- 126223217
- Publisher
- American Chemical Society
- Year
- 2000
- Tongue
- English
- Weight
- 40 KB
- Volume
- 65
- Category
- Article
- ISSN
- 0022-3263
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π SIMILAR VOLUMES
In the present work, quantum chemical computations of the enantioselective reduction of keto oxime ether with borane catalyzed by chiral oxazaborolidine are performed by means of the Hartree-Fock and the density functional methods. The structures of oxazaborolidine, oxazaborolidine-borane adduct, an
## Abstract In the presence of tridentate chiral ligand **4e**, 99% e.e. value was obtained by asymmetric reduction of ethyl benzoylacetate with borane in toluene at 25Β°C. Various ligands and reaction conditions were investigated to develop a reasonable mechanism that explains the experimental outc
New catalysts have been prepared from (S)-and (R)-proline and the asymmetric borane reduction of prochiral ketones using these catalysts has been studied. The secondary alcohols were obtained in 76-95% yield with 57-96 % enantiomerie excesses.