Primary Amino Acid-Derived Organic Catalysts

Other misceiianeous amino acid-based cataiysts R 

Primary Amino Acid-Derived Organic Cataiysts 

Other miscellaneous amino acid-haseri catalysts 

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Primary Amino Acid-Derived Organic Catalysts 53... 

Scheme 17 illustrates enantioselective synthesis of a-amino acids by phase-transfer-catalyzed alkylation (46). Reaction of a protected glycine derivative and between 1.2 and 5 equiv of a reactive organic halide in a 50% aqueous sodium hydroxide-dichloromethane mixture containing 1-benzylcinchoninium chloride (BCNC) as catalyst gives the optically active alkylation product. Only monoalkylated products are obtained. Allylic, benzylic, methyl, and primary halides can be used as alkylating agents. Similarly, optically active a-methyl amino acid derivatives can be prepared by this method in up to 50% ee. 

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