The Journal of Organic Chemistry

Synthesis and configurational assignments of diastereomeric. beta.-hydroxy sulfones

WE Truce, TC Klingler

Index: Truce,W.E.; Klingler,T.C. Journal of Organic Chemistry, 1970 , vol. 35, # 6 p. 1834 - 1838

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Citation Number: 49

Abstract

Reported here are the isolations of a number of diastereomeric P-hydroxy sulfones obtained by the condensations of a-sulfonyl carbanions with aldehydes. Configurations were assigned from nmr spectra of the resulting threo and erythro isomers. Sodium borohydride reductions of P-keto sulfones were found to produce the threo isomers in excellent yields. Conversion of threo 1 to the p-chloro sulfone by treatment with thionyl chloride proceeds ...

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