Exceptionally facile reduction of acyclic and alicyclic carboxylic acids to aldehydes by thexylchloroborane-dimethyl sulfide

HC Brown, JS Cha, B Nazer…

Index: Brown, Herbert C.; Cha, Jin Soon; Nazer, Behrooz; Yoon, Nung Min Journal of the American Chemical Society, 1984 , vol. 106, # 25 p. 8001 - 8002

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Citation Number: 39

Abstract

The discovery of an exceptionally facile reduction of acyclic and alicyclic carboxylic acids to alcohols by borane-tetrahedrofuran revolutionized the reduction of this ordinarily very resistant group for synthetic work. 4 We wish now to report an equally facile reduction of such carboxylic acids to aldehydes by thexylchloroborane-dimethyl s~ lfide.~ Numerous reagents have been proposed to achieve this objective. 6 Unfortunately, the ideal reagent ...