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手性叔膦-酰胺不对称催化香豆素与Morita-Baylis-Hillman碳酸酯之间的插烯烯丙基烷基化反应(英文)
Enantioselective Vinylogous Allylic Alkylation of Coumarins with Morita-Baylis-Hillman Carbonates Catalyzed by Chiral Phosphine-Amide
【摘要】 发展了新型手性双功能叔膦-酰胺催化4-甲基香豆素化合物与外消旋Morita-Baylis-Hillman碳酸酯之间的插烯烯丙基烷基化反应,反应条件温和,底物适用范围广泛.在10~15mol%的基于手性环己烷骨架的叔膦-酰胺催化剂C10作用下,相应产物的产率达到87%~99%,对映选择性最高达98%ee,为手性香豆素衍生物的不对称合成提供了有效的方法.
【Abstract】 An organocatalytic enantioselective direct vinylogous allylic alkylation between coumarins and racemic MoritaBaylis-Hillman carbonates has been developed. With 10~15 mol% a chiral cyclohexane-based phosphine-amide C10, a wide range of densely functionalized coumarin derivatives have been achieved in 87%~99% yields and up to 98% ee.
【关键词】 烯丙基烷基化反应;
不对称催化;
手性膦;
有机催化;
插烯反应;
【Key words】 allylic alkylation; asymmetric catalysis; chiral phosphine; organocatalysis; vinylogous reaction;
【Key words】 allylic alkylation; asymmetric catalysis; chiral phosphine; organocatalysis; vinylogous reaction;
【基金】 Project supported by the Natural Science Foundation of Shanghai(No.19ZR1412300);the Shanghai Pujiang Program(No.18PJD010)~~
- 【文献出处】 有机化学 ,Chinese Journal of Organic Chemistry , 编辑部邮箱 ,2023年09期
- 【分类号】O621.251
- 【网络出版时间】2023-06-08 09:59:00
- 【下载频次】39