G. A. Tolstikov, E. E. Shults, T. Sh. Malikova, L. V. Spirikhin, “The Importance of Preliminary Orientation in [4+2]-Cycloadditions of Dienes and Dienophiles with Complex Structures”, Mendeleev Commun., 1994, Volume 4, Issue 2,Pages <nobr>60

This article is cited in 2 papers

The Importance of Preliminary Orientation in [4+2]-Cycloadditions of Dienes and Dienophiles with Complex Structures

G. A. Tolstikov^a, E. E. Shults^a, T. Sh. Malikova^b, L. V. Spirikhin^b

^a N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation
^b Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences, Ufa, Russian Federation

Abstract: The [4+2]-cycloaddition reaction of quinopimaric acid with thebaine or β-dihydrothebaine has been performed in order to illustrate the importance of preliminary orientation of the diene and dienophile in the reaction complex stabilized due to different factors: salification was shown to be the principal factor in the orientation of the diene and dienophile in aqueous media, and steric factors were found to dominate in hydrocarbon solvents.

Language: English

DOI: 10.1070/MC1994v004n02ABEH000349