Atropisomeric  N -acyl- N -(cyclopentenylphenyl)glycines in the synthesis of oxazolo[3,4- a ]benzoxazocinones

R. R. Gataullin; Z. A. Ibatullina; E. S. Meshcheryakova; A. A. Fatykhov; L. M. Khalilov

doi:10.1134/S1070428017050098

Atropisomeric N-acyl-N-(cyclopentenylphenyl)glycines in the synthesis of oxazolo[3,4-a]benzoxazocinones

Authors: Gataullin R.R.¹, Ibatullina Z.A.², Meshcheryakova E.S.³, Fatykhov A.A.¹, Khalilov L.M.³
Affiliations:
1. Ufa Institute of Chemistry
2. Ufa Institute of Biology
3. Institute of Petrochemistry and Catalysis
Issue: Vol 53, No 5 (2017)
Pages: 697-708
Section: Article
URL: https://journal-vniispk.ru/1070-4280/article/view/216191
DOI: https://doi.org/10.1134/S1070428017050098
ID: 216191

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Abstract

Intramolecular [3+2]-cycloaddition was studied of munchnones generated at heating syn- and anti-atropisomers of N-acyl-N-[6-methyl-2-(cyclopent-2-en-1-yl)phenyl]glycines with acetic anhydride. By spectral and X-ray diffraction analysis syn-isomers of acids and tetrahydro-1,4,7-methanetriyl[1,3]oxazolo[3,4-a][1]- bensazocin-3(3aH)-ones were identified.