Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan.
J Org Chem. 2020 Mar 6;85(5):3872-3878. doi: 10.1021/acs.joc.9b02553. Epub 2020 Feb 4.
Asymmetric conjugate additions of phosphonates to -crotonophenone and chalcone derivatives using a diaminomethylenemalononitrile organocatalyst resulted in the generation of the corresponding chiral γ-ketophosphonates in high yields with excellent enantioselectivities (up to 95% ee). This report is the first successful example of asymmetric 1,4-additions of phosphonate to α,β-unsaturated ketones using an organocatalyst.
使用二氨基亚甲基丙二腈有机催化剂，不对称共轭加成膦酸酯到β-丁烯酮和查耳酮衍生物，生成了相应的手性γ-酮膦酸酯，产率高，对映选择性极好（高达 95%ee）。这是首例使用有机催化剂实现膦酸酯对α,β-不饱和酮的不对称 1,4-加成的成功例子。
