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Cyclohexanone 1,2-Addition with lithium hydride

Synthetically useful stereoselective reductions have been possible with cyclic carbonyl compounds of rigid conformation. Reduction of substituted cyclohexanone and cyclopentan-one rings by hydrides of moderate activity, e.g. NaBH (J.-L. Luche, 1978), leads to alcohols via hydride addition to the less hindered side of the carbonyl group. Hydrides with bulky substituents 3IQ especially useful for such regio- and stereoselective reductions, e.g. lithium hydrotri-t-butoxyaluminate (C.H. Kuo, 1968) and lithium or potassium tri-sec-butylhydro-borates or hydrotri-sec-isoamylborates (=L-, K-, LS- and KS-Selectrides ) (H.C. Brown, 1972 B C.A. Brown, 1973 S. Krishnamurthy, 1976). [Pg.107]


See other pages where Cyclohexanone 1,2-Addition with lithium hydride is mentioned: [Pg.513]    [Pg.665]    [Pg.8]    [Pg.299]    [Pg.6]    [Pg.1032]    [Pg.289]    [Pg.726]    [Pg.255]    [Pg.311]   
See also in sourсe #XX -- [ Pg.398 ]




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Cyclohexanones, addition

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