Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 20, Issue 32, Pages 9914-9917Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201403373
Keywords
homogeneous catalysis; palladium; primary allylic alcohols; terminal alkenes
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Funding
- Grants-in-Aid for Scientific Research [25810108] Funding Source: KAKEN
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Synthesis of primary alcohols from terminal alkenes is an important process in both bulk and fine chemical syntheses. Herein, a homogeneous Pd-complex-catalyzed transformation of terminal alkenes into primary allylic alcohols, by using 5 mol% [Pd(PPh3)(4)] as a catalyst, and H2O, CO2, and quinone derivatives as reagents, is reported. When alcohols were used instead of H2O, allylic ethers were obtained. A proposed mechanism includes the addition of oxygen nucleophiles at the less-hindered terminal position of pi-allyl Pd intermediates.
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