Efficient enantioselective synthesis of functionalized piperidines through Mo-catalyzed asymmetric ring-opening cross metathesis (AROCM)

ORGN 271

Alex Cortez1, Amir H. Hoveyda1, and Richard R. Schrock2. (1) Department of Chemistry, Boston College, 2609 Beacon Street, Merkert Chemistry Center, Chestnut Hill, MA 02467, (2) Department of Chemistry, MIT, 77 Massachusetts Ave Bldg 6-331, Cambridge, MA 02139

 

Piperidines are commonly-occurring structural units found in myriad biologically important agents.  A new approach toward the enantioselective synthesis of piperidines through Mo-catalyzed AROCM will be presented.  Reactions proceed readily to afford a variety of functionalized heterocycles.  In addition, these studies highlight reactivity and selectivity differences between chiral Mo and Ru catalysts for asymmetric olefin metathesis.