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ChemInform Abstract: Asymmetric Reduction of Ketoxime Ethers to Optically Active O- Substituted Hydroxylamines with Reagents Prepared from Borane and Chiral Amino Alcohols.

✍ Scribed by J. T. DOUGHERTY; J. R. FLILSAK; J. HAYES; I. LANTOS; L. LIU; L. TUCKER


Publisher
John Wiley and Sons
Year
2010
Weight
29 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis


Asymmetric Reduction of Ketoxime Ethers to Optically Active O-Substituted Hydroxylamines with Reagents Prepared from Borane and Chiral Amino Alcohols.

-The reduction in the presence of norephedrine is an efficient method to prepare chiral O-substituted hydroxylamines. However, O-Tbs and O-tBu substituted oximes are not reduced and O-methoxymethyl, O-(2-methoxyethoxymethyl), and O-allyl substituted oximes lead to complicated reaction mixtures.

-(DOUGHERTY, J. T.;