Asymmetric Michael Addition of Arylthiols to α,β-Unsaturated Carbonyl Compounds Catalyzed by Bifunctional Organocatalysts

• DOI: 10.1055/s-2005-863710
• Publication Date: 2005-02-22T08:43:39Z
• Authors: Ying-Chun Chen; Bang-Jing Li; Lin Jiang; Min Liu; Li-Sheng Ding; Yong Wu
• Keywords: Michael reaction; Bifunctional catalyst; Tertiary amine

Bifunctional chiral organocatalysts comprising thiourea and tertiary amine groups were synthesized. They act as efficient catalysts for asymmetric Michael addition of arylthiols to α,β-unsaturated carbonyl compounds. Enantioselectivity up 85% has been achieved. Asymmetric α-protonation reaction (up 60% ee) can be obtained in the presence bifunctional catalyst.