Stereoselective synthesis of multisubstituted alkenes via conformationally labile alkenyllithium species.
Stereoselective synthesis of tri- and tetrasubstituted alkenylsilanes has been realized by the selective intramolecular silicon migration in the rapidly equilibrating alkenyllithium species. Subsequent copper- and palladium-mediated coupling with allyl and aryl halides provides tri- and tetrasubstituted alkenes possessing all different carbon-substituents with complete stereoselectivity. [structure: see text]
Yamago
Shigeru
S
Division of Molecular Material Science, Graduate School of Science, Osaka City University, Osaka 558-8585, Japan. yamago@sci.osaka-cu.ac.jp
Fujita
Kazuyoshi
K
Miyoshi
Masaki
M
Kotani
Masashi
M
Yoshida
Jun-ichi
J