Use of two-dimensional spectroscopy for the determination of the stereochemical structure of 3-carbethoxy-2-methyl-7a-(4-carbethoxy-5-methyl-2-furyl)-3a,4,5,6,7,7a-hexahydrobenzofuran

Autor: Chertkov, V. A., Melikyan, G. G., Sargsyan, A. B., Badanyan, Sh. O.
Zdroj: Chemistry of Heterocyclic Compounds; February 1991, Vol. 27 Issue: 2 p135-139, 5p
Abstrakt: Homo- and heteronuclear two-dimensional correlation spectra, as well as J-resolved spectra with selective excitation, were used to analyze in detail the stereochemical structure of 3-carbethoxy-2-methyl-7a-(4-carbethoxy-5-methyl-2-furyl)-3a,4,5,6,7,7a-hexahydrobenzofuran, obtained by the reaction of cyclohexenyl-acetylene with acetoacetic ester in the presence of a manganese(III) salt. It was shown that the use of the long-range 13C-1H coupling constants is a very effective method for the determination of the conformation of the molecule. The stereochemical aspects of the reaction of cyclohexenylacetylene with acetoacetic ester is discussed.
Databáze: Supplemental Index