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A synthesis of L,L-N,N-dimethylcycloisodityrosine (I) based on an intramol. SNAr reaction is reported. A possible explanation was proposed to account for the facile epimerization encountered in the cycloetherification of dipeptide L,L-II and a soln. to this problem led to a formal total synthesis of deoxybouvardin. [on SciFinder (R)]
Michel Bierlaire, Bilal Farooq