C T Chen,
J H Kuo,
C H Li,
N B Barhate,
S W Hon,
T W Li,
S D Chao,
C C Liu, Y C Li,
I H Chang,
J S Lin,
C J Liu,
Y C Chou
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ABSTRACT: [reaction--see text] 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 V=O unit in vanadyl species was proven to be responsible for the catalytic profile in this process.
Organic Letters 12/2001; 3(23):3729-32. · 5.86 Impact Factor
