OZONOLYSIS OF 2-(1,4-CYCLOHEXADIENYL)GLYCINE

Citation
G. Zvilichovsky et V. Gurvich, OZONOLYSIS OF 2-(1,4-CYCLOHEXADIENYL)GLYCINE, Tetrahedron, 51(18), 1995, pp. 5479-5490
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
51
Issue
18
Year of publication
1995
Pages
5479 - 5490
Database
ISI
SICI code
0040-4020(1995)51:18<5479:OO2>2.0.ZU;2-E
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 treatm ent of the ozonolysis mixture with hydroxylamine or phenylhydrazine he terocyclic derivatives of glycine were obtained. The structure and for mation of pyrazolyl and isoxazolyl glycine derivatives is discussed. T he structure of N-acetyl-2-(1-phenylpyrazol-3-yl)glycine ethyl ester b y X-ray single crystal analysis is reported.