Guangzhou Institute of Biomedicine and Health, Chinese Academy of Sciences, Guangzhou Science Park, Guangdong 510530, People's Republic of China.
J Org Chem. 2011 Oct 7;76(19):8064-9. doi: 10.1021/jo201301p. Epub 2011 Aug 25.
Highly substituted tetrahydroimidazopyrimidine derivatives with three chiral centers have been synthesized for the first time using an organocatalytic asymmetric domino aza-Michael-Mannich reaction of α,β-unsaturated aldehydes and N-arylidene-1H-imidazol-2-amines. This efficient approach furnishes the products in good yields (42-87%) with excellent stereoselectivities (>20:1 dr, up to >99% ee).
首次使用有机催化不对称的串联aza-Michael-Mannich 反应，合成了具有三个手性中心的高取代的四氢咪唑并嘧啶衍生物，反应原料为α,β-不饱和醛和 N-芳基-1H-咪唑-2-胺。该方法高效，以良好的收率（42-87%）和优异的立体选择性（>20:1 dr，最高>99%ee）得到产物。
