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Protected L-phenylalanine was reduced to L-1,4-cyclohexadienylalanine followed by ozonolysis of the unsaturated ring. Intramolecular cyclization of the ozonolysis product occured upon treatment with acid. The cyclization of the product of ozonolysis with hydroxylamine was studied as well. The formation of both 5- and 3-isoxazolylalanine is demonstrated. Mechanism of formation of these products and...
Derivatives of 2-(1,4-cyclohexadienyl)glycine were subjected to total ozonolysis. The free esters as well as the N-protected esters tend to cyclize to yield 2-carbethoxy-3-hydroxy pyrrole derivatives. By treatment of the ozonolysis mixture with hydroxylamine or phenylhydrazine heterocyclic derivatives of glycine were obtained. The structure and formation of pyrazolyl and isoxazolyl glycine derivatives...
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