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Synlett 1998; 1998(6): 664-666
DOI: 10.1055/s-1998-1736
DOI: 10.1055/s-1998-1736
letter
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The Enantioselective Synthesis of anti-β-Hydroxy-α-Amino Acids via the Reaction of Lithium Enolates of Glycine Bearing an Oxazolidine Chiral Auxiliary with Aldehydes
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Publikationsdatum:
31. Dezember 2000 (online)
A new anti-selective aldol reaction utilizing 2,4-disubstituted oxazolidine functionalized-glycine ester 1 is described. The corresponding lithium enolate of 1, has been demonstrated to undergo a highly anti-diastereoselective aldol reaction with a variety of aldehydes. Facile removal of the chiral auxiliary allows for the efficient preparation of chiral β-hydroxy-α-amino acids of erythro stereochemistry.
Aldol reaction - anti-selective amino acids - β-Hydroxy-α-Amino Acids