Gold-Catalyzed One-Step Practical Synthesis of Oxetan-3-ones from Readily Available Propargylic Alcohols
Longwu Ye, Weimin He and Liming Zhang*
*Department of Chemistry and Biochemistry, University of
California, Santa Barbara, California 93106, Email: zhangchem.ucsb.edu
L. Ye, W. He, L. Zhang, J. Am. Chem. Soc., 2010, 132, 8550-8551.
DOI: 10.1021/ja1033952
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Abstract
A general synthesis of various oxetan-3-ones uses readily available propargylic alcohols as substrates and proceeds without the exclusion of moisture or air. The facile formation of the strained oxetane ring provides strong support for the intermediacy of α-oxo gold carbenes. This safe and efficient generation of gold carbenes offers an entry into α-oxo metal carbene chemistry without using hazardous diazo ketones.
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L. Ye, L. Cui, G. Zhang, L. Zhang, J. Am. Chem. Soc., 2010, 132, 3258-3259.
Key Words
Oxetan-3-ones, Pyridine N-Oxides
ID: J48-Y2010-1780