Journal of Organic Chemistry p. 101 - 106 (1981)
Update date:2022-08-05
Topics:
Smith, Michael B.
Wolinsky, Joseph
Lithium aluminum hydride-aluminum hydride reduction of secondary and tertiary (C-O) substituted γ-sultones or α-alkyl-β'-hydroxy γ-sultones yields mercapto alcohols and mercapto diols, respectively, in fair to good yield.These products result from S-O cleavage of the sultone ring.Primary sultones and α-dialkyl-β'-hydroxy γ-sultones give predominantly C-O cleavage to form sulfonic acid derivatives. β-Sultones are much less reactive toward the mixed hydride, and refluxing in dioxane is required for their reduction.
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Doi:10.1002/kin.20811
(2013)Doi:10.1039/jr9610003448
(1961)Doi:10.1007/BF00903317
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(1980)