Journal
SCIENCE
Volume 333, Issue 6049, Pages 1609-1612Publisher
AMER ASSOC ADVANCEMENT SCIENCE
DOI: 10.1126/science.1208685
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Funding
- King Abdullah University of Science and Technology Center in Development
- King Fahd University of Petroleum and Minerals
- NSF
- Camille and Henry Dreyfus Foundation
- A*STAR (Agency for Science, Technology and Research)
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [0809418] Funding Source: National Science Foundation
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Alcohol synthesis is critical to the chemical and pharmaceutical industries. The addition of water across olefins to form primary alcohols (anti-Markovnikov olefin hydration) would be a broadly useful reaction but has largely proven elusive; an indirect hydroboration/oxidation sequence requiring stoichiometric borane and oxidant is currently the most practical methodology. Here, we report a more direct approach with the use of a triple relay catalysis system that couples palladium-catalyzed oxidation, acid-catalyzed hydrolysis, and ruthenium-catalyzed reduction cycles. Aryl-substituted terminal olefins are converted to primary alcohols by net reaction with water in good yield and excellent regioselectivity.
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