Cu(I)-catalyzed oxidative cyclization of alkynyl oxiranes and oxetanes

Colombe Gronnier (1) , S. Kramer (2) , Yann Odabachian (1) , Fabien Gagosz (1)

1 DCSO - Laboratoire de synthèse organique
2 Department of Chemistry [Aarhus]

In the presence of a Cu(I) catalyst and a pyridine oxide, alkynyl oxiranes and oxetanes can be converted into functionalized five- or six-membered a,ß-unsaturated lactones or dihydrofuranaldehydes. This new oxidative cyclization is proposed to proceed via an unusual allenyloxypyridinium intermediate. © 2011 American Chemical Society.

Domaines: Chimie organique

Colombe Gronnier, S. Kramer, Yann Odabachian, Fabien Gagosz. Cu(I)-catalyzed oxidative cyclization of alkynyl oxiranes and oxetanes. Journal of the American Chemical Society, 2012, 134 (2), pp.828-831. ⟨10.1021/ja209866a⟩. ⟨hal-00949982⟩