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Mild and Chemoselective Synthesis and Deprotection of Geminal Diacetates Catalyzed by Titanium(IV) Halides

  作者 JUNG MISUK; YOON JIEUN; KIM HAK SUNG; RYU JAESANG  
  选自 期刊  Synthesis;  卷期  2010年-16;  页码  2713-2720  
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[摘要]A novel, mild, and chemoselective method was developed for the preparation of gem-diacetates from aldehydes and acetic anhydride in the presence of titanium(IV) fluoride (1-5 mol%) under solvent-free conditions at room temperature. The reaction showed a high chemoselectivity toward aldehydes in the presence of ketones. Moreover, titanium(IV) fluoride also catalyzed the deprotection of gem-diacetates to the corresponding aldehydes in water. This efficient and simple method has several benefits, including the use of an inexpensive catalyst, solvent-free conditions, mild reaction temperatures, and high yields, which make it both cost-effective and environmentally friendly.

 
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