PAPER	Synthesis 2002: 0063-0066 DOI: 10.1055/s-2002-19301
© Georg Thieme Verlag Stuttgart · New York
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 Fax: +4535306040; e-Mail: begtrup@dfh.dk;
Received 26 July 2001

Abstract

Diethyl N-Boc-iminomalonate (3), 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.

Key words

amino acids - arylaminomalonates - arylglycines - imino esters - Grignard reactions