Stereoselective Ir(III)-catalyzed dimerization reaction of enynes: an entry to functionalized polyunsaturated and cyclic systems.
The Ir(III) complex [Ir(2)H(2)I(3)((rac)-Binap)(2)](+)I(-) efficiently promotes the selective dimerization of 1,6-, 1,7-enynes and functionalized alkynes. This catalytic process results in the formation of head-to-head isomers with (E)-stereoselectivity. Subsequent Rh-catalyzed cycloisomerization under reductive conditions led to the corresponding 1,2-dialkylidenecyclopentane derivatives.
Ez-Zoubir
Mehdi
M
Laboratoire Charles Friedel, Ecole Nationale Supérieure de Chimie de Paris Chimie ParisTech UMR 7223, 11 rue P. et M. Curie, F-75231 Paris Cedex 05, France.
Le Boucher d'Herouville
Florent
F
Brown
Jack A
JA
Ratovelomanana-Vidal
Virginie
V
Michelet
Véronique
V
D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D000480:Alkynes / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D019281:Dimerization; D007495:Iridium / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D000480:Alkynes; D009942:Organometallic Compounds; D007495:Iridium