Asymmetric 1,4-addition of triarylbismuths to enones catalyzed by dicationic palladium(II) complexes
Takashi Nishikata1, Yasunori Yamamoto, Norio Miyaura
1Division of Molecular Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan.
Abstract:
A 1,4-addition of triarylbismuths to cyclic and acyclic enones was carried out in aqueous methanol in the presence of a chiral phosphine-dicationic palladium(ii) complex. Palladium complexes of (S,S)-chiraphos or (S,S)-dipamp gave optically active beta-arylketones of up to 95% ee.
More Related Videos
19:58Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
07:50Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Related Concept Videos
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
Electrophilic 1,2- and 1,4-Addition of HX to 1,3-Butadiene
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene
![Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F51444.jpg&w=3840&q=50)