A one-pot synthesis of 3-amino-3-arylpropionic acids

3-Aminopropionic acids (β-amino acids) are biologically active compounds of interest in medicinal and pharmaceutical chemistry. Twenty-one 3-amino-3-arylpropionic acids were synthesized via a facile one-pot synthesis. In addition, a series of mechanistic studies have been performed to optimize the p...

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Bibliographic Details
Published in:Tetrahedron 2002-09, Vol.58 (37), p.7449-7461
Main Authors: Tan, C.Y.K., Weaver, D.F.
Format: Article
Language:English
Subjects:
3-amino-3-arylpropionic acids
one-pot synthesis
reaction mechanism
β-amino acids
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Summary:3-Aminopropionic acids (β-amino acids) are biologically active compounds of interest in medicinal and pharmaceutical chemistry. Twenty-one 3-amino-3-arylpropionic acids were synthesized via a facile one-pot synthesis. In addition, a series of mechanistic studies have been performed to optimize the production of these β-amino acids. The reaction mechanism of this one-pot synthesis of β-amino acids, as well as the electronic effect of para-substitution and the influence of solvent polarity on the proposed reaction mechanism are discussed. A series of mechanistic studies and the syntheses of 3-amino-3arylpropionic acids are discussed.
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(02)00824-4