Abstract
The reaction of dimedone
(5,5-dimethylcyclohexane-1,3-dione) with amino-acid "active" esters
leads to optically pure enamine derivatives. The dimedone derivatives of amino
acid esters could also be converted by way of their hydrazides to the corresponding
azides. The thiophenyl ester and azide derivatives have been used directly for
peptide synthesis. The protecting group can easily be removed from the
N-protected peptides by means of aqueous bromine, with the formation of
2,2-dibromodimedone and the hydrobromide of the corresponding peptide ester.
Cited by
35 articles.
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