Asymmetric Monoalkylation of Glycine Amide Schiff Bases

2 Asymmetric Monoalkylation of Glycine Amide Schiff Bases 

As a prochiral glycine-derived SchifFbase, not only esters but also amides can be used as suitable substrates for asymmetric alkylation under phase-transfer conditions. 

Entry Alkyl halide (R1 X) Substrate (R) Time (h) Yield (%) ee (%) (config.) 

Furthermore, this approach was found to be successfully applicable to the asymmetric alkylation of Weinreb amide derivative 23 utilizing If as a catalyst. These selected results are summarized in Table 5.6. Optically active a-(a-NpCH2)-a-amino add Weinreb amide 24b (R1 = CH2a-Np R = CH2Ph) can be efficiently 

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