Reduction of thiols with LiAlD4: a mechanistic study

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Michael B. Smith and Joseph Wolinsky


Abstract

Reduction of thiols with LiAlD4, in refluxing dioxane, leads to alkane products that contain only about 60% deuterium. Current work strongly suggests that dioxane is the source of hydrogen incorporation in the product, probably via transfer from an intermediate thioalkoxy–aluminate species.


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