Phosgene reaction + aminoacids

In an attempt to form orally active penicillins unrelated to ampicillin, use was made of the fact that certain spiro a-aminoacids, such as 9, are well absorbed orally and transported like normal amino acids. Reaction of cyclohexanone with ammonium carbonate and KCN under the conditions of the Bucherer-Bergs reaction led to hydantoin 10. On acid hydrolysis, a-amino acid 11 resulted. Treatment with phosgene... 

On the other hand, l,3-oxazine-2,6-diones can be formed from /3-aminoacids and phosgene (52USP2600596), or from succinimides and sodium hypochlorite (Scheme 106) (61MI22700). The synthesis of the corresponding 4,6-diones is achieved by the reaction of... 

---