4.8 Article

Regioselective Reductive Hydration of Alkynes To Form Branched or Linear Alcohols

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 134, 期 42, 页码 17376-17379

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AMER CHEMICAL SOC
DOI: 10.1021/ja307145e

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  1. David and Lucile Packard Foundation
  2. Yale University

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The regioselective reductive hydration of terminal alkynes using two complementary dual catalytic systems is described. Branched or linear alcohols are obtained in 75-96% yield with >= 25:1 regioselectivity from the same starting materials. 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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