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Reversible coupling of a substituted allylic radical with molecular oxygen in a toco reaction of 5-methylhepta-1,3,6-triene

Journal Article


Abstract


  • p-Toluenethiol/oxygen co-oxidation of 5-methylhepta-1,3,6-triene (1) gives inter alia only one (6a) of four possible diastereoisomeric dioxolanes, and the threo- and erythro- isomers of the 1,4-addition product (10, 11). The variation in relative yields with thiol concentration indicates that coupling of the allylic radical (2) with oxygen is reversible. © 1983.

Publication Date


  • 1983

Citation


  • Barker, P. J., Beckwith, A. L. J., & Fung, Y. (1983). Reversible coupling of a substituted allylic radical with molecular oxygen in a toco reaction of 5-methylhepta-1,3,6-triene. Tetrahedron Letters, 24(1), 97-100. doi:10.1016/S0040-4039(00)81337-4

Scopus Eid


  • 2-s2.0-0002359737

Start Page


  • 97

End Page


  • 100

Volume


  • 24

Issue


  • 1

Abstract


  • p-Toluenethiol/oxygen co-oxidation of 5-methylhepta-1,3,6-triene (1) gives inter alia only one (6a) of four possible diastereoisomeric dioxolanes, and the threo- and erythro- isomers of the 1,4-addition product (10, 11). The variation in relative yields with thiol concentration indicates that coupling of the allylic radical (2) with oxygen is reversible. © 1983.

Publication Date


  • 1983

Citation


  • Barker, P. J., Beckwith, A. L. J., & Fung, Y. (1983). Reversible coupling of a substituted allylic radical with molecular oxygen in a toco reaction of 5-methylhepta-1,3,6-triene. Tetrahedron Letters, 24(1), 97-100. doi:10.1016/S0040-4039(00)81337-4

Scopus Eid


  • 2-s2.0-0002359737

Start Page


  • 97

End Page


  • 100

Volume


  • 24

Issue


  • 1