Solvent-switchable Acetalization by Yb(OTf)3-Catalyzed Procedures  被引量:2

Solvent-switchable Acetalization by Yb(OTf)3-Catalyzed Procedures

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作  者:李纲琴 单伟光 苏为科 姚祝军 

机构地区:[1]College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, Zhejiang 310014, China [2]State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China

出  处:《Chinese Journal of Chemistry》2007年第1期90-94,共5页中国化学(英文版)

基  金:Project supported by the National Natural Science Foundation of China (Nos. 20425205, 20321202) and the Shanghai Municipal Commission of Science and Technology (Nos. 04DZ 14901, 06QH 14016).

摘  要:O,O'Diethyl acetals were prepared in high yields under mild conditions via the reaction of triethyl orthoformate with aldehydes and ketones in absolute ethanol in the presence of as low as 0.1 tool% of Yb(OTf)3. Using the same catalyst in THF-H2O, these O,O'-diethyl acetals could be converted to the corresponding carbonyl compounds efficiently. This new protection-deprotection protocol presents the advantages of ease of execution, high efficiency and good chemoselectivity.O,O'Diethyl acetals were prepared in high yields under mild conditions via the reaction of triethyl orthoformate with aldehydes and ketones in absolute ethanol in the presence of as low as 0.1 tool% of Yb(OTf)3. Using the same catalyst in THF-H2O, these O,O'-diethyl acetals could be converted to the corresponding carbonyl compounds efficiently. This new protection-deprotection protocol presents the advantages of ease of execution, high efficiency and good chemoselectivity.

关 键 词:ACETALIZATION Yb(OTf)3 CARBONYL protection DEPROTECTION 

分 类 号:O623.5[理学—有机化学]

 

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