Phenylalanines can be prepared on UV photolysis of protected glycines in the presence of di-tert-butyl peroxide, substituted toluenes and the photosensitiser benzophenone. These reactions, which lead to highly selective mono-alkylation at the alpha -position of glycines, involve coupling of captodative alpha -glycine radicals with benzyl radicals. This method can be used to selectively alkylate a variety of glycine derivatives using a range of substituted toluenes under neutral reaction conditions. (C) 2001 Elsevier Science Ltd. All rights reserved.
|Number of pages||10|
|Publication status||Published - 17 Sep 2001|
- amino acids and derivatives
- radicals and radical reactions
- FREE-RADICAL REACTIONS