Design of a New C1-symmetric Bisphosphine Ligand for Highly Enantioselective Pd-Catalyzed Asymmetric Allylic
Bin Feng1, Cui-Zhen Wang1, Hong-Kai Huang1
1Guangxi Key Laboratory of Urban Water Environment, College of Chemistry and Environmental Engineering, Baise University, Baise, Guangxi, China.
Abstract:
A new set of C1-symmetric chiral bisphosphine ligands was developed from hydroxybenzothiol, 2-(diphenylphosphaneyl)-benzoic acid and chiral aziridine. These ligands were utilized for the Pd-catalyzed asymmetric allylic substitution reaction. Under the optimal conditions, structurally diverse hard/soft nucleophiles, such as activated methylene compounds, amines, alcohols, and indole were investigated, and the corresponding products were obtained in good yields and excellent ees. Even under low catalyst loading and gram-scale reaction conditions, the product was obtained in good yield with excellent enantioselectivity, which further validated the promising practical application potential of this ligand.
More Related Videos
11:44Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
Published on: March 20, 2014
06:46Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
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...
Radical Substitution: Allylic Bromination
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
Prochirality
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
