Occidental College




The Enantioselective Preparation of a,b-unsaturated Cyanohydrins via Oxynitrilase.
Alexander J. Kim  
Faculty Advisor: D. R. Deardorff

     The greatest challenge facing the pharmaceutical industry today is the development of synthetic methodologies that facilitate enantioselective access to molecules of biological importance. The enantioselective preparation of a,b-unsaturated cyanohydrins creates potential building blocks for single-enantiomer medicinal compounds. Cyanohydrins are rich with chemical functionality that offer the organic chemist unique synthetic versatility. We have successfully prepared several chiral a,b-unsaturated cyanohydrins from their corresponding conjugated achiral aldehydes with good to excellent enantioselectivity. A chiral shift reagent Eu(hfc)3 was utilized to quantitatively determine enantiomeric excess via 1H NMR.

 
Undergraduate Research Center 1600 Campus Rd. Los Angeles, CA. 90041 (323) 259-1414