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J Am Chem Soc. 2012 Oct 24;134(42):17376-9. doi: 10.1021/ja307145e. Epub 2012 Oct 16.

Regioselective reductive hydration of alkynes to form branched or linear alcohols.

Author information

1
Department of Chemistry, Yale University, New Haven, Connecticut 06520, USA.

Abstract

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.

PMID:
23072212
DOI:
10.1021/ja307145e
[Indexed for MEDLINE]

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