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A r y l g l y c i n e s f r o m D i e t h y l N -B o c -i m i n o m a l o n a t e a n d O r g a n o m a g n e s i u m R e a g e n t s Abstract: Diethyl N-Boc-iminomalonate (3), prepared on multigram 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.Arylglycines constitute an important class of non-proteinogenic a-amino acids. 1 Even though a great number of asymmetric synthesis of these compounds has been developed, the success has in many cases been compromised by the ease of racemization. 2 As a result, arylglycines are often synthesized in racemic form and the enantiomers are then separated. 2 The reaction of electrophilic glycine equivalents with various aromatic organometallic reagents has been widely used for this purpose. 3 Thus Nprotected iminoglycinates 1 have been generated in situ by base-induced elimination of HX from the corresponding a-halo-N-protected glycinate (Figure 1). 4-6 In a typical approach the a-halo derivative is treated with two P. Calí, M. Begtrup

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