Synthetic studies on the MARDi cascade: stereoselective synthesis of heterocyclic seven-membered rings.
[reaction: see text] A versatile stereoselective synthesis of substituted and functionalized heterocyclic seven-membered rings is described. The approach involves a formal two-carbon ring expansion of heterocyclic cyclopentanones through a base-induced anionic domino three-component transformation named the MARDi cascade leading either to oxa-, aza-, or thiacycloheptanes bearing up to five contiguous stereogenic centers.
Coquerel
Yoann
Y
Université Paul Cézanne (Aix-Marseille III), UMR CNRS 6178, Centre universitaire de St Jérôme, boîte D12, 13397 Marseille Cedex 20, France.
Bensa
David
D
Doutheau
Alain
A
Rodriguez
Jean
J