Enantioselective Michael Addition Using a Cinchona Alkaloid Derived Catalyst
H.-H. Lu, F.-G. Zhang, X.-G. Meng, S.-W. Duan, W.-J. Xiao*
Central China Normal University, Wuhan, P. R. of China
22 September 2009 (online)
An organocatalytic Michael reaction of thiols and nitroacrylates was described. Using 9-thiourea cinchona alkaloid catalyst 1, enantioenriched products 2 were obtained via Michael reaction. These products are valuable precursors for β²,²-amino acids. The authors also carried out the synthesis of α-thiol-β ²,²-amino acids using their conjugate addition product and obtained the product without loss of er.