Zheng L.-S, Li L, Yang K.-F, Zheng Z.-J, Xiao X.-Q, Xu L.-W * Hangzhou Normal University
and Lanzhou Institute of Chemical Physics, P. R. of China
New Silver(I)–Monophosphine Complex Derived from Chiral Ar-BINMOL: Synthesis and Catalytic
Activity in Asymmetric Vinylogous Mannich Reaction.
Tetrahedron 2013;
69: 8777-8784
Key words
silver - monophosphines - vinylogous Mannich reaction
Significance
The authors developed a new class of axially chiral monophosphine ligands for silver-catalyzed
asymmetric reactions. This catalytic system shows good catalytic activities and good
enantioselectivities in an asymmetric vinylogous Mannich reaction.
Comment
These air-stable ligands can be synthesized easily on gram scale in good yields from
available starting materials. The benzyl group of the chiral monophosphine not only
offers weak silver-π/π–π stacking, but also provides steric repulsion to favor the
diastereoselective re-nucleophilic addition of siloxyfuran to the imine.
