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Asymmetric synthesis using chirally modified borohydrides. Part 3. Enantioselective reduction of ketones and oxime ethers with reagents prepared from borane and chiral amino alcohols

โœ Scribed by Itsuno, Shinichi; Nakano, Michio; Miyazaki, Koji; Masuda, Hirofumi; Ito, Koichi; Hirao, Akira; Nakahama, Seiichi


Book ID
118233338
Publisher
Royal Society of Chemistry
Year
1985
Weight
815 KB
Category
Article
ISSN
1472-7781

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Asymmetric reduction of ketoxime ethers
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The asymmetric reduction of ketoxime ethers to yield enantiomerically enriched chiral hydroxylamines with reagents prepared from borane and norephedrine has been investigated. Very high enantioselectivity (ca. 99% ee) was obtained in the reduction of ketoxime O-(o-nitrobenzyl) ether to O-(o-nitroben

ChemInform Abstract: Asymmetric Reductio
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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 subst