Rearrangement in Stereoretentive Syntheses of Menthyl Chloride from Menthol: Insight into Competing Reaction Pathways through Component Quantification Analysis

作者: Lukas Hintermann , Kit Ming Wong

DOI: 10.1002/EJOC.201700677

关键词: Organic chemistryChemistryNucleophilic substitutionReaction mechanismChlorideSigmatropic reactionEnantiopure drugSolvolysisCarbenium ionReagent

摘要: The enantiopure reagent menthyl chloride (2) is generally prepared from (–)‐(1R)‐menthol (1) with Lucas' reagent (ZnCl2 in conc. aqueous HCl) in a stereoretentive reaction that …

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