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N-Alkylation of diethyl acetamidomalonate: synthesis of constrained amino acid derivatives by ring-closing metathesis
Authors:Sambasivarao Kotha  Kuldeep Singh
Institution:

aDepartment of Chemistry, Indian Institute of Technology-Bombay, Powai, Mumbai 400 076, India

Abstract:An efficient method for N-alkylation of diethyl acetamidomalonate (DEAM) is reported. C-Alkenylation was achieved by treating the N-alkenylated DEAM with various electrophiles in the presence of Cs2CO3. RCM reactions of C- and N-alkenylated products gave cyclic amino acid derivatives in good yields.
Keywords:Diethyl acetamidomalonate  Regioselective N-alkylation  Metathesis  Constrained amino acid derivatives  Heterocycles
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