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Synthesis of novel α-amino-acids and derivatives using radical chemistry: synthesis of L- and D-α-amino-adipic acids, L-α

✍ Scribed by Derek H.R. Barton; Yolande Hervé; Pierre Potier; Josiane Thierry

Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
820 KB
Volume
43
Category
Article
ISSN
0040-4020

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✦ Synopsis

Radicals generated by photofysis YW light1 of suitubly protected amino-acid derivutives of ~-hydroxy-~-thjopyr~done add efficientiy to o&voted olefins to offord ?otisfoctory yields of adducts, Ox~datiun of the thjopyridy~ residue to sulphoxide and thermol e~iminotion afford excellent yidds of the corresponding 0, B-unsaturated derivatives. Loterol chain decarboxylotion of suitably protected aspartic and glutamic acids provides convenient syntheses of L-o-and D-a-aminoadipic acids, of L-a-ominopimelic acid a-nd of c-a-amino-6-trans-dehydropimelic azd. * In 1980, Scott and Wilkinson prepared L-a-aminoadipic acid by degradation of lyslne with sodium hypochlorite.

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