Selective reduction of aliphatic ketones and aldehydes to hydrocarbons with sodium cyanoborohydride and p-toluenesulfonyl hydrazide in dimethylformamide- …

RO Hutchins, B Maryanoff…

Index: Hutchins,R.O. et al. Journal of the American Chemical Society, 1971 , vol. 93, p. 1793 - 1794

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Citation Number: 34

Abstract

1794 Table I. Reduction of Ketones and Aldehydes to Hydrocarbons with Sodium Cyanoborohydride and p-Toluenesulfonyl Hydrazide in Dimethylformamide-Sulfolane at 100-105 O ... Entry Carbonyl compoun& Time, hr Product yieldb (isolated) ... 1 2 3 4 5 6 7 8 9 10 11 12 13 ... CH~(CHZ)~C =NNHTS(CH~) Cholestan-3-one tosylhydrazone N-Benzylpiperidone 4-tosylhydrazone ... CH3(CHz)sCHO CH~CO(CHZ)~CO~(CHZ)?CH~ CH,CO(CHZ)ZCOZ(CHZ)~CH~~ CH~( ...