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Reactions of fluorobenzene tricarbonylchromium complexes with anions from Schiff bases of α-amino esters; enantioselective synthesis of α-aryl amino acids

✍ Scribed by Mohamed Chaari; Aïcha Jenhi; Jean-Pierre Lavergne; Philippe Viallefont

Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
690 KB
Volume
47
Category
Article
ISSN
0040-4020

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✦ Synopsis

We report here a convenient synthesis of a-substituted aryl amino acids via the addition of *imino esters to fluorobenzene tricarbonylchromium complexes. Optically pure c*-aryl amino acids have been prepared by enantioselective substitution of fluorobenzene complexes using Schiff bases of L-alanine, leucine and valine methyl esters and (lR,2R,5R)-2-hydroxypinan-3-one.

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✍ Tsai-Lung Yeh; Chun-Chen Liao; Biing-Jiun Uang 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 656 KB

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