15598-80-8Relevant articles and documents
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Kato et al.
, p. 2975 (1970)
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Appleton,R.A. et al.
, p. 805 - 812 (1967)
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Kraus,Rothenwoehrer
, p. 1013 (1968)
Organoboranes. 41. Reaction of Organoboranes with (Dichloromethyl)lithium. Scope and Limitations. Synthesis of Homologated Primary and Secondary Alcohols
Brown, Herbert C.,Imai, Toshiro,Perumal, P. Thirumali,Singaram, Bakthan
, p. 4032 - 4036 (2007/10/02)
Homologated primary alcohols were prepared from alkylboronic esters by the reaction with (dichloromethyl)lithium, LiCHCl2, followed by KIPBH treatment and oxidation.Homologated secondary alcohols were prepared from representative dialkylborinic esters and trialkylboranes by the reaction with LiCHCl2, followed by treatment with base and oxidation.The yields are generally good with both boronic and borinic esters.On the other hand, the reactions with trialkylboranes exhibited a sensitivity to large steric requirements in the trialkylborane reactant.
ENZYMATIC "IN VITRO" REDUCTION OF KETONES VII. (1) Reduction rates and stereochemistry of the HLAD catalyzed reduction of 2-alkyl cyclohexanones, dimethyl cyclohexanones, cycloalkanones and bicycloalkanones.
Osselaer, T. A. Van,Lemiere, G. L.,Lepoivre, J. A.,Alderweireldt, F. C.
, p. 389 - 398 (2007/10/02)
Values for the rate constants of the catalytic step HLAD-NADH + ketone -> HLAD-NAD1+ + alcohol in the HLAD catalyzed reduction of some 2-alkyl cyclohexanones, geminal dimethyl cyclohexanones, cycloalkanones and bicyclic ketones are presented.Also the thermodynamic parameters of activation are given and they are compared with the activation parameters of the NaBH4 reduction leading to a better understanding of some forces at work in enzymatic catalysis.The results are rationalized in the same way as was previously done for the 3-alkyl and 4-alkyl cyclohexanones.A reaction model is obtained in which steric hindrances and hydrophobic zones are responsible for rate decreasing, respectively increasing interactions between enzyme and substrates.
