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Regioselective Reductive Hydration of Alkynes To Form Branched or Linear Alcohols

Le Li and Seth B. Herzon*

*Department of Chemistry, Yale University, New Haven, Connecticut 06520, United States, Email: seth.herzonyale.edu

L. Li, S. B. Herzon, J. Am. Chem. Soc., 2012, 134, 17376-17378.

DOI: 10.1021/ja307145e (free Supporting Information)


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Abstract

Two complementary dual catalytic systems enable a highly regioselective reductive hydration of terminal alkynes to yield branched or linear alcohols in very good yield. The method is compatible with terminal, di-, and trisubstituted alkenes. This reductive hydration constitutes a strategic surrogate to alkene oxyfunctionalization and may be of utility in multistep settings.

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A Highly Active and Air-Stable Ruthenium Complex for the Ambient Temperature Anti-Markovnikov Reductive Hydration of Terminal Alkynes

M. Zeng, L. Li, S. B. Herzon, J. Am. Chem. Soc., 2014, 136, 7058-7067.


Key Words

saturated alcohols, benzylic alcohols, iPrOH


ID: J48-Y2012-3340