Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, China.
School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, China.
Org Lett. 2022 Dec 30;24(51):9349-9354. doi: 10.1021/acs.orglett.2c03626. Epub 2022 Nov 28.
A rhodium-catalyzed asymmetric 1,4-addition of -(-indolyl) acrylates to access highly enantioenriched chiral -alkylindoles promoted by chiral diene or sulfur-olefin ligands under mild reaction conditions has been developed, which provides an efficient and practical approach for constructing carbon stereocenters adjacent to the indole nitrogen. The reaction can be applied to various -indolyl-substituted -unstaturated esters and arylboron reagents, providing access to a wide range of α- and β-(-indolyl) propionate derivatives in high yields with excellent enantioselectivities (≤99% ee).
发展了一种铑催化的不对称 1,4-加成反应，通过手性二烯或硫-烯烃配体，在温和的反应条件下，(-)-吲哚基丙烯酸酯与高度对映富集的手性 - 烷基吲哚反应，构建了与吲哚氮相邻的碳立体中心。该反应可应用于各种 - 吲哚基取代的 - 不饱和酯和芳基硼酸试剂，以高产率和优异的对映选择性（≤99%ee）提供广泛的α-和β-（- 吲哚基）丙酸酯衍生物。
