Ozonolysis of 2-(1,4-cyclohexadienyl)glycine

Gury Zvilichovsky*, Vadim Gurvich

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

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 is discussed. The structure of N-acetyl-2-(1-phenylpyrazol-3-yl)glycine ethyl ester by X-ray single crystal analysis is reported.

Original languageEnglish
Pages (from-to)5479-5490
Number of pages12
JournalTetrahedron
Volume51
Issue number18
DOIs
StatePublished - 1 May 1995

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