Combined InCl3- and amine-catalyzed intramolecular addition of alpha-disubstituted aldehydes onto unactivated alkynes.
The combination of enamine-type catalysis to the indium-catalyzed activation of alkynes allows the efficient preparation of functionalized cyclopentanes bearing a quaternary stereogenic center. A broad range of formylalkynyl derivatives has been prepared. The InCl(3)/(Cy)(i-Pr)NH system efficiently promotes the carbocyclization reaction of alpha-disubstituted aldehydes in good to excellent yields.
Montaignac
Benjamin
B
ENSCP, Chimie ParisTech, UMR 7223, Laboratoire Charles Friedel, 11 rue P. et M. Curie, 75231 Paris Cedex 05, France.
Vitale
Maxime R
MR
Michelet
Veronique
V
Ratovelomanana-Vidal
Virginie
V