Catalytic nucleophilic acyl substitution of anhydrides by amphoteric vanadyl triflate

CT Chen, JH Kuo, CH Li, NB Barhate, SW Hon…

文献索引：Chen, Chien-Tien; Chang, I-Hsin; Lin, Jin-Sheng; Liu, Chin-Jing; Chou, Y-Chen; Kuo, Jen-Huang; Li, Chun-Hsin; Barhate; Hon, Sang-Wen; Li, Tai-Wei; Chao, Shi-Deh; Liu, Chia-Cheng; Li, Ying-Chieh Organic Letters, 2001 , vol. 3, # 23 p. 3729 - 3732

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被引用次数: 84

摘要

Among four vanadyl species examined, vanadyl triflate was the most efficient catalyst to facilitate nucleophilic acyl substitution of anhydrides with a myriad array of alcohols, amines, and thiols in high yields and high chemoselectivity. By using mixed-anhydride technique, one can achieve oleate and peptide syntheses. In marked contrast to common metal triflates, the amphoteric character of the VO unit in vanadyl species was proven to be responsible ...