Abstract:
The development of new methodology for the asymmetric synthesis of chiral
organic compounds is a major focus in modem organic chemistry.
The use of chiral catalysts is replacing chiral auxiliaries as a new tool for
synthetic chemists. An efficient chiral catalyst allows for large quantities of optically
active product to be obtained on use of relatively small amount of enantiopure material,
without the need for the removal and recovery of a chiral auxiliary. Furthermore, the
most practical catalytic methods utilize an inexpensive and readily available chiral ligand
that can provide high and predictable enantioselectivity across a wide range of substrates.
In our project, two type of versatile, upgraded chiral ligands have been designed
and synthesized. Their application in Simmons-Smith type cyclopropanation is
investigated, and the pleasing results suggest that they are the potential catalytic
enantioselective candidates to build C-C bonds.