Abstract

Radicals generated by photolysis (W light) of suitably protected amino-acid derivatives of N -hydroxy-2-thiopyridone add efficiently to activated olefins to afford satisfactory yields of adducts. Oxidation of the thiopyridyl residue to sulphoxide and thermal elimination afford excellent yields of the corresponding α, β-unsaturated derivatives. Lateral chain decarboxylation of suitably protected aspartic and glutamic acids provides convenient syntheses of L-α- and D-α-aminoadipic acids, of L -α-aminopimelic acid and of L -α-amino-δ- trans -dehydropimelic acid.

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