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Synthesis of Arylglycines by Reaction of Diethyl N-Boc-iminomalonate with Organomagnesium Reagents

Patrizia Calí, Mikael Begtrup*

*Department of Medicinal Chemistry, Royal Danish School of Pharmacy, Universitetsparken 2, 2100 Copenhagen, Denmark, Email:

P. Cali, M. Begtrup, Synthesis, 2002, 63-64.

DOI: 10.1055/s-2002-19301

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Diethyl N-Boc-iminomalonate, prepared on multi-gram scale, served as a stable and highly reactive electrophilic glycine equivalent which reacted with organomagnesium compounds affording substituted aryl N-Boc-aminomalonates. Subsequent hydrolysis produced arylglycines.

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Key Words

amino acids, arylaminomalonates, arylglycines, imino esters, Grignard reaction, tert-butyl carbamates, decarboxylation

ID: J66-Y2002-1430