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Efficient Synthesis of γ-Lactones via Gold-Catalyzed Tandem Cycloisomerization/Oxidation

Chao Shu, Meng-Qi Liu, Yu-Zhe Sun and Long-Wu Ye*

*Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian, P. R. China, Email: longwuyexmu.edu.cn

C. Shu, M.-Q. Liu, Y-Z. Sun, L.-W. Ye, Org. Lett., 2012, 14, 4958-4961.

DOI: 10.1021/ol302323a (free Supporting Information)


Abstract

Various γ-lactones can be accessed readily by utilizing a Au-catalyzed tandem cycloisomerization/oxidation of homopropargyl alcohols. Notably, the mechanism of this strategy is distinctively different from the related Ru-catalyzed reactions where a ruthenium vinylidene intermediate occurs.

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Key Words

Lactones, MCPBA


ID: J54-Y2012-3120