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An efficient and chemoselective deprotection of aryl- and styrenyldithioketals (acetals)
Authors:Eng-Chi Wang  Shih-Chang Chien  Yueh-Hsiung Kuo
Affiliation:a Faculty of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan
b Department of Chemistry, National Taiwan University, Taipei 106, Taiwan
c Center for Food and Biomolecules, National Taiwan University, Taipei 106, Taiwan
d Tsuzuki Institute for Traditional Medicine, College of Pharmacy, China Medical University, Taichung 404, Taiwan
e Agricultural Biotechnology Research Center, Academia Sinica, Taipei 115, Taiwan
Abstract:In this Letter, an efficient and chemoselective deprotection of aryl- and styrenyldithioketals (acetals) is described. After being carefully examined, 10% Pd/C and Amberlite 120 in refluxing methanol was found to be an excellent condition for the chemoselective deprotection of aryl- and styrenyldithioketals (acetals) in good yields. Under this condition, no deprotection and no reduction of alkyldithioketals (acetals) was observed.
Keywords:Deprotection   Aryldithioketals   Palladium on charcoal   Amberlite IR-120
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