Radical Reduction of Epoxides Using a Titanocene(III)/Water System: Synthesis of beta-Deuterated Alcohols and Their Use as Internal Standards in Food Analysis

[摘要]：We describe a comprehensive study into the Cp2TiCl-mediated reductive epoxide ring opening using either water as a hydrogen source or deuterium oxide as a deuterium source. The remarkable chemical profile of this reaction allows access to alcohols with anti-Markovnikov regiochemistry from different epoxides The use of D2O as a deuterium source leads to an efficient synthesis of beta-deuterated alcohols, including a deuterated sample of tyrosol, a bioactive compound contained in the leaves of the olive, which was successfully applied as an Internal standard in food analysis

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