Stereochemistry of (+)-(S)-2-Propanol-1-d 3. Partial Asymmetric Reduction of 4', 1”-Dimethyl-1, 2, 3, 4-dibenzcyclohepta-1, 3-diene-6-one

K Mislow, RE O'Brien, H Schaefer

文献索引：Mislow,K. et al. Journal of the American Chemical Society, 1962 , vol. 84, p. 1940 - 1944

全文：HTML全文

被引用次数: 41

摘要

The synthesis of (+)-(S)-2-propanol-l-dr from (+)-(3)-lactic acid is described. The asymmetric Meerwein-Ponndorf-Verley reductions by a number of (S)-alkylmethylcarbinols of ketone I demonstrate the utility of this system as a device for estimating relative kinetic size. Use of (+)-2-propanol-ld, in this asymmetric reduction does not reveal the operation of an isotope effect: methyl and trideuteriomethyl appear to have indistinguishable kinetic sizes by this ...