A convenient method for the reduction of ozonides to alcohols with borane-dimethyl sulfide complex

…, DW Gallagher, K Jalali-Araghi

Index: Flippin, Lee A.; Gallagher, David W.; Jalali-Araghi, Keyvan Journal of Organic Chemistry, 1989 , vol. 54, # 6 p. 1430 - 1432

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Citation Number: 76

Abstract

A versatile procedure for the direct conversion of ozo-nides to alcohols' would be a potentially valuable addition to the synthetic repertory. Several well-known reducing agents have been exploited for this purpose; however, all of these suffer from intrinsic limitations. Thus, lithium aluminum hydride efficiently reduces ozonide^,^,^ but it cannot be used in the presence of a variety of other functional groups. Sodium bor~ hydride,~~?~ while tolerant ...