Selective deoxygenation of ketones and aldehydes including hindered systems with sodium cyanoborohydride

RO Hutchins, CA Milewski…

Index: Hutchins,R.O. et al. Journal of the American Chemical Society, 1973 , vol. 95, # 11 p. 3662 - 3668

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Citation Number: 174

Abstract

Abstract: The reduction of aliphatic ketone and aldehyde tosylhydrazones with sodium cyanoborohydride in acidic 1: 1 DMF-sulfolane provides a mild, convenient, and high-yield method for deoxygenation without the production of side products. Noteworthy features and advantages of the procedure include:(a) superior selectivity in that most other functional groups (ie, ester, amide, cyano, nitro, chloro) are not affected under the reaction ...

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