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Enantioselective synthesis of α-amino acids from glycine t-butyl ester

✍ Scribed by Tsai-Lung Yeh; Chun-Chen Liao; Biing-Jiun Uang

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
656 KB
Volume
53
Category
Article
ISSN
0040-4020

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✦ Synopsis

Enantioselective syntheses of optically active or-amino acids from glycine t-butyl ester through Schiff base employing (+)-N-alkyl-10-camphorsulfonamides as chiral auxiliaries were described. Methylation of Schiff base 5 gave high asymmetric inductions, whereas ethylation, allylation and benzylation gave fair asymmetric inductions. The stereochemistry of the major alkylation product was S configuration at the newly formed stereogenic center with the exception of the benzylation reaction in which the R configuration was gcnerated.

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