Abstract
Dynamic resolution of -bromo tertiary acetamides in asymmetric nucleophilic substitution reaction is described. Intermolecular substitution of -bromo tertiary acetamides with dibenzylamine in the presence of TBAI and gave the dipeptide analogues 7-10 with high stereoselectivities up to 90 : 10 dr. Also, cyclic dipeptide analogues 20-29 were produced by the intramolecular nucleophilic cyclization of -bromo tertiary acetamides with low stereoselectivities in 84-42% yields.
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