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Catalytic nucleophilic acyl substitution of anhydrides by amphoteric vanadyl triflate
Journal article   Peer reviewed

Catalytic nucleophilic acyl substitution of anhydrides by amphoteric vanadyl triflate

Chien-Tien Chen, I-Hsin Chang, Jin-Sheng Lin, Chin-Jing Liu, Y-Chen Chou, Jen-Huang Kuo, Chun-Hsin Li, N.B. Barhate, Sang-Wen Hon, Tai-Wei Li, …
Organic Letters, Vol.3(23), pp.3729-3732
15/11/2001

Abstract

Figure presented 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 Inflates, the amphoteric character of the V=O unit in vanadyl species was proven to be responsible for the catalytic profile in this process.

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