Lygo B,
Allbutt B *.
University of Nottingham, UK
Asymmetric PTC Alkylation of Glycine Imines: Variation of the Imine Ester Moiety.
Synlett 2004; 326-328
DOI:
10.1055/s-2003-43368
Keywords
asymmetric alkylation - glycine imines - alkyl bromides - unnatural amino esters
Significance
Asymmetric alkylation is a powerful tool in organic synthesis to synthesize optically
active molecules. In 2004, Lygo et.al developed a quaternary-ammonium-derived phase-transfer-catalyst-catalyzed
asymmetric alkylation of glycine imines for the synthesis of unnatural amino acid
esters.
Comment
A series of unnatural amino acid esters were synthesized by asymmetric phase-transfer
alkylation of various glycine imine esters. This reaction proceeded smoothly to
deliver the desired products in good yields and with excellent optical purities.
