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Cascade cyclization: an easy access to highly unsaturated polycyclic ring systems through a tandem stille/[4 + 2]
Sébastien Brückner1, Estelle Abraham, Philippe Klotz
1Université Louis Pasteur de Strasbourg (UMR 7081 CNRS/ULP), Faculté de Pharmacie, 74 route du Rhin, 67401 Illkirch-Cedex, France.
Organic Letters
|September 27, 2002
Abstract:
The synthesis of several polycyclic compounds 1a-c, 2, and 3 has been performed through a tandem Stille/[4 + 2] cascade reaction from cyclic bis(enoltrifluomethanesulfonate) 4a-c, 5, and 6, respectively. The reaction proceeds very efficiently in a one-pot operation at roomtemperature in DMF in the presence of a catalytic amount of Pd(CH(3)CN)(2)Cl(2) and LiCl.[reaction: see text]