A Stereochemically Well-Defined Rhodium(III) Catalyst for Asymmetric Transfer Hydrogenation of Ketones

A rhodium(III) catalyst for asymmetric transfer hydrogenation of ketones has been designed. The incorporation of a tethering group between the diamino group and the cyclopentadienyl unit provides extra stereochemical rigidity. The catalyst is capable of enantioselective reduction of a range of keton...

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Bibliographic Details
Published inOrganic letters Vol. 7; no. 24; pp. 5489 - 5491
Main Authors Matharu, Daljit S, Morris, David J, Kawamoto, Aparecida M, Clarkson, Guy J, Wills, Martin
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 24.11.2005
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
(1S,2S)-N-(P-TOLUENESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE
ALCOHOLS
PRACTICAL SYNTHESIS
AROMATIC KETONES
LIGANDS
IRIDIUM
COMPLEXES
STEREOSELECTIVE-SYNTHESIS
RUTHENIUM(II) CATALYST
CHIRAL RHODIUM
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Summary:A rhodium(III) catalyst for asymmetric transfer hydrogenation of ketones has been designed. The incorporation of a tethering group between the diamino group and the cyclopentadienyl unit provides extra stereochemical rigidity. The catalyst is capable of enantioselective reduction of a range of ketones in excellent ee using formic acid/triethylamine as both the solvent and the reducing agent.
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol052559f