Abstract
Ethyl propiolate has been used to activate N-protected amino acids to form a moderately activated vinyl-ester which aminolysis requires a catalytic amount of sodium bisulfite.
Key words
peptide - coupling reagent - sodium bisulfite
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13 The mechanism is believed to imply the catalysis of the tertiary amine (Scheme
[1
14 One referee has suggested that lower yields could be explained by the formation of a Schiff base from by product 13 and the amino ester. However, this kind of by-product was never observed either by TLC or by 1 H NMR on the crude mixture.
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