Organic Letters · 2003 · 17 citations · 14 references
Natural SciencesBiochemistryChemistryCatalysisReaction EngineeringRedox BiochemistryRadical ReactionsSulfur ChemistrySulfur CompoundsHydrogen Sulfide ChemistrySulfide-based ReductionSulfur Redox ReactionsSulfur Redox TransformationsThiol Chemistry
The reduction of allylic thiols to alkenes by hydrogen sulfide in aqueous solutions, a novel reaction that may explain reduction processes widely occurring in natural environments, has been discovered. Its mechanism has been studied and suggested to follow an S(RN)1-like pathway involving radical intermediates undergoing 1,4 hydrogen shifts. [reaction: see text]
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