The Journal of Organic Chemistry

Lithium aluminum hydride-aluminum hydride reduction of sultones

MB Smith, J Wolinsky

Index: Smith, Michael B.; Wolinsky, Joseph Journal of Organic Chemistry, 1981 , vol. 46, p. 101 - 106

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Citation Number: 26

Abstract

Lithium aluminum hydridealuminum hydride reduction of secondary and tertiary (C-0) substituted y-sultones or a-alkyl-@'-hydroxy y-sultones yields mercapto alcohols and mercapto diols, respectively, in fair to good yield. These products result from S-0 cleavage of the sultone ring. Primary sultones and a-dialkyl-p-hydroxy y-sultones give predominantly C- 0 cleavage to form sulfonic acid derivatives. 8-Sultones are much less reactive toward the ...