Asymmetric allylic amination catalyzed by chiral ferrocenylphosphine-palladium complexes
- Resource Type
- Authors
- Kohei Kishi; Akihiro Yamamoto; Tamio Hayashi; Yoshihiko Ito
- Source
- Tetrahedron Letters. 31:1743-1746
- Subject
- Allylic rearrangement
Organic Chemistry
chemistry.chemical_element
Regioselectivity
Biochemistry
Medicinal chemistry
Catalysis
chemistry.chemical_compound
Benzylamine
chemistry
Nucleophile
Drug Discovery
Organic chemistry
Stereoselectivity
Amination
Palladium
- Language
- ISSN
- 0040-4039
A palladium complex bearing chiral (hydroxyalkyl)ferrocenylphosphine ligand was found to be a highly regio-and stereoselective catalyst for the asymmetric allylic amination of 2-butenyl acetates with benzylamine, the nucleophilic attack of the amine taking place selectively on the more substituted end of the π-allylpalladium intermediate to give optically active 3-benzyamino- 1-butene of up to 84% ee.