手性方酰胺催化环状1,3-二羰基化合物对β,γ-不饱和-α-酮酯的不对称Michael加成反应

Chiral Squaramide Catalyzed Enantioselective Michael Addition of Cyclic 1,3-Diketones toβ,γ-Unsaturatedα-Keto Esters

发展了新型手性双功能叔胺-方酰胺催化的环状1,3-二羰基化合物和β,γ-不饱和-α-酮酯之间的不对称Michael加成反应,反应条件温和,底物适用范围广泛,相应产物的产率和对映选择性分别高达97%和97%ee,为合成和医药上极为重要的手性色烯衍生物的立体选择性合成提供了一种实用的方法.

A stereoselective methodology was developed to construct synthetically and pharmaceutically useful chiral chromene derivatives.In the presence of a newly designed bifunctional tertiary amine-squaramide organocatalyst,the Michael addition between cyclic 1,3-diketones andβ,γ-unsaturatedα-ketoesters occurred smoothly to provide the desired products with high to excellent yields(84%~97%)and enantioselectivies(79%~97%ee).This catalytic protocol was compatible with a range of structurally distinctβ,γ-unsaturatedα-ketoesters.