α-羰基氧化锍叶立德的对映选择性吲哚插入反应
Enantioselective Indole Insertion Reactions of α-Carbonyl Sulfoxonium Ylides.
作者信息
Leveille Alexandria N, Echemendía Radell, Mattson Anita E, Burtoloso Antonio C B
机构信息
Department Chemistry and Biochemistry, Worcester Polytechnic Institute, 100 Institute Road, Worcester, Massachusetts 01609, United States.
Institute of Chemistry of São Carlos, University of São Paulo, CEP 13560-970 São Carlos, São Paulo, Brazil.
出版信息
Org Lett. 2021 Dec 17;23(24):9446-9450. doi: 10.1021/acs.orglett.1c03627. Epub 2021 Dec 2.
The first example of organocatalytic enantioselective C-H insertion reactions of indoles and sulfoxonium ylides is reported. Under the influence of phosphoric acid catalysis, levels of enantiocontrol in the range of 20-93% ee and moderate yields (up to 50%) were achieved for 29 examples in formal C-H insertion reactions of free indoles and α-carbonyl sulfoxonium ylides. No nitrogen protection on the indole is necessary.
报道了吲哚与氧化锍叶立德的有机催化对映选择性C-H插入反应的首例。在磷酸催化作用下，游离吲哚与α-羰基氧化锍叶立德的形式C-H插入反应中的29个实例实现了20-93% ee的对映体控制水平和中等收率（高达50%）。吲哚无需进行氮保护。
Zotero 插件