Reductions with Metal Hydrides. XIII. Hydrogenolysis of Hemithioacetals and Hemithioketals with Lithium Aluminum Hydride-Aluminum Chloride

EL Eliel, LA Pilato, VG Badding

文献索引：Eliel,E.L. et al. Journal of the American Chemical Society, 1962 , vol. 84, p. 2377 - 2384

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被引用次数: 51

摘要

In the previous paper, 2 the hydrogenolysis of acetals and ketals to hydroxyethers by “mixed h~ dride”~(lithium aluminurn hydride-aluminum chloride in a 1: 4 ratio) in ether solution was described. This method has now been extended to hemithioacetals and hemithioketals. In all cases, cleavage of the carbon-oxygen bond occurred exclusively (eq. i), the carbon-sulfur bond remaining intact, as evidenced by the absence of base-soluble mercaptans among ...