Synfacts 2009(10): 1164-1164  
DOI: 10.1055/s-0029-1217946
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Enantioselective Michael Addition Using a Cinchona Alkaloid Derived Catalyst

Contributor(s): Benjamin List, Anna Lee
H.-H. Lu, F.-G. Zhang, X.-G. Meng, S.-W. Duan, W.-J. Xiao*
Central China Normal University, Wuhan, P. R. of China
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Publication History

Publication Date:
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.