ATROPOENANTIOMERISM OF THE Z-ADDUCT OF ETHOXYCARBONYL-6,6-DIMETHYL-5,6-DIHYDRO-4-PYRIDONE WITH DIMETHYL ACETYLENEDICARBOXYLATE - SYNTHESIS AND STRUCTURE IN SOLUTION AND IN THE CRYSTAL

Authors
KOSTYANOVSKY RG ELNATANOV YI CHERVIN II KONOVALIKHIN SV ZOLOTOI AB ATOVMYAN LO
Citation
Rg. Kostyanovsky et al., ATROPOENANTIOMERISM OF THE Z-ADDUCT OF ETHOXYCARBONYL-6,6-DIMETHYL-5,6-DIHYDRO-4-PYRIDONE WITH DIMETHYL ACETYLENEDICARBOXYLATE - SYNTHESIS AND STRUCTURE IN SOLUTION AND IN THE CRYSTAL, Russian chemical bulletin, 45(7), 1996, pp. 1707-1710
Citations number
7
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
45
Issue
7
Year of publication
1996
Pages
1707 - 1710
Database
ISI
SICI code
1066-5285(1996)45:7<1707:AOTZOE>2.0.ZU;2-P
Abstract
The title adduct (1) was synthesized, and its conformationally and con figurationally rigid chiral structure in solution and in the crystal w as established by NMR spectroscopy and by X-ray structural analysis. A tropoenantiomers of 1 were observed by the H-1 NMR method in the prese nce of a chiral shift reagent. A barrier to their interconversion was determined, Delta G(not equal) > 25 kcal mol(-1) (200 degrees C).