Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 9, Issue 18, Pages 4485-4509Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200304794
Keywords
asymmetric catalysis; diastereoselectivity; enantioselectivity; kinetic resolution; reduction
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The highly enantioselective borohydride reduction of aromatic ketones or imines to the corresponding alcohols was developed in the presence of a catalytic amount of an optically active cobalt(II) complex catalyst. This enantioselective reduction is carried out using a precisely premodified borohydride with alcohols such as tetrahydro-furfuryl alcohol, ethanol and methanol. High optical yields are obtained by choosing the appropriate alcohol as modifiers and a suitable beta-ketoiminato ligand of the catalyst. The enantioselective borohydride reduction has been successfully applied to the preparation of optically active 1,3-diols, the stereoselective reduction of diacylferrocenes, and dynamic and/or kinetic resolution of 1,3-dicarbonyl compounds.
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