marc snapper laboratory Publications Group Info Research Marc Snapper Home
 
Ilimaquinane
 
cyclobutadiene cycloadditions with imines
 
[2+2+1] Cycloadditions
 
Cacospongionolide B
 
5-8-5 Ring Systems
 
15-F2_Isoprostanes
 
5-7 Ring Systems
 
5-F2-Isoprostanes
 
Tandem Methathesis Olefin Isomerization
 
Catalytic Asymmetric Synthesis of Amines
 
 

Research

Catalytic Asymmetric Synthesis of Amines   

Researchers - John Traverse, James Porter, Yu Zhao, Laura Akullian

Chiral amines are present in many natural products and pharmaceuticals.   While the chiral pool gives us access to a number of chiral amines, synthetic methods for non-readily available amines through efficient and selective production are in demand.  The most efficient path towards non-racemic synthesis is often through the use of asymmetric catalysis.  Currently there are only a handful of methods to afford the catalytic, enantioselective addition of alkyl metal reagents to imines to yield enantioenriched amines.   We wished to contribute to the field by discovering an asymmetric catalyst for this transformation.

            Using a high throughput screening protocol, a Schiff base/peptide-Zr(OiPr)4 catalyst system was developed to allow the selective addition of dialkylzinc reagents to various imines.

John Traverse

James Porter

Andy Leyhane

   
Imine additions
 
     
 
Merkert Chemistry Center, Rms 337 & 339
Tel 617.552.1778, and 617.552.3609
email:
snapperlab@bc.edu
Copyright 2002 Marc Snapper Laboratory
Site design & development by
Boston College Media Technology Services.