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Catalytic, asymmetric synthesis of α,α-disubstituted amino acids

✍ Scribed by Yuri N. Belokon’; Devayani Bhave; Daniela D'Addario; Elizabetta Groaz; Viktor Maleev; Michael North; Armine Pertrosyan


Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
138 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis


Copper(salen) complex 1 has been found to catalyse the asymmetric alkylation of enolates derived from a variety of amino acids. There is a clear relationship between the size of the side chain in the substrate and the enantioselectivity of the process, so that the enantioselectivity decreases in the order alanine>aminobutyric acid>allylglycine>leucine>phenylalanine> valine. A transition state model which accounts for the influence of the size of the side chain on the enantioselectivity of the reactions is presented.


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