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Chemoselective (Trans)thioacetalization of Carbonyl Compounds with a Reusable Lewis Acid-Surfactant-Combined Copper Bis(dodecyl sulfate) Catalyst in Water

Shiue-Shien Weng*, Shen-Chun Chang, Tsuan-Hao Chang, Jong-Pyng Chyn, Shu-Wei Lee, Chao-An Lin, Fong-kuang Chen

*Department of Chemistry, ROC Military Academy, Kaohsiung, Taiwan, ROC, Email:

S.-S. Weng, S.-C. Chang, T.-H. Chang, J.-P. Chyn, S.-W. Lee, C.-A. Lin, F.-k. Chen, Synthesis, 2010, 1493-1499.

DOI: 10.1055/s-0029-1218693


A Lewis acid-surfactant-combined copper bis(dodecyl sulfate) [Cu(DS)2] catalyst served as an efficient and reusable catalyst for the thioacetalization and transthioacetalization of carbonyl compounds and O,O-acetals in water at room temperature. This procedure offers high chemoselectivity, ease of operation and purification without any organic solvent, and high yields.

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Key Words

thioacetalization, transthioacetalization, Lewis acid-surfactant-combined catalysts, copper bis(dodecyl sulfate), reusability, green chemistry

ID: J66-Y2010-1250