Application of biphenol based fine-tunable phosphoramidite ligands to the catalytic asymmetric allylic alkylation

ORGN 785

Bruno D. Chapsal, bchapsal@ic.sunysb.edu, Department of Chemistry, State University of New York at Stony Brook, Stony Brook, NY 11794-3400 and Iwao Ojima, iojima@notes.cc.sunysb.edu, Department of Chemistry and ICB&DD, State University of New York at Stony Brook, The Chemistry Bldg, Stony Brook, NY 11794-3400.
Catalytic asymmetric allylic alkylation has attracted a broad range of synthetic interest, wherein most of the reactions have been promoted by Pd-catalysts with chiral bisphosphine ligands. We have been developing a new class of fine-tunable chiral monodentate phosphoramidite ligands based on enantiopure biphenols.  We will present our study on the use of these new chiral monophosphoramidite ligands in Pd-catalyzed allylic alkylation reactions. We will also discuss our progress toward the total synthesis of (+)-γ-lycorane using this reaction in the key-step.

 


 

Asymmetric Reactions, Molecular Recognition, Self Assembly, Bioorganic Chemistry, Process R&D
8:00 PM-10:00 PM, Wednesday, 16 March 2005 Convention Center -- Hall D, Poster

Division of Organic Chemistry

The 229th ACS National Meeting, in San Diego, CA, March 13-17, 2005