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Asymmetric Synthesis of Spirooxindole δ‐Lactones with Vicinal Tertiary and Quaternary Stereocenters via Regio‐, Diastereo‐, and Enantioselective Organocatalytic Vinylogous Aldol‐cyclization Cascade Reaction
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2017-09-29 , DOI: 10.1002/adsc.201701104
Jeng-Liang Han,You-Da Tsai,Chia-Hao Chang

A highly region‐, diastereo‐, and enantioselective organocatalytic vinylogous aldol‐cyclization cascade reaction of prochiral 3‐akylidene oxindoles to isatins has been achieved by using bifuctional organocatalysts. A variety of enantioenriched spirooxindole δ‐lactones with vicinal tertiary and quaternary stereocenters were generated in good to excellent yields with good to high diastereoselectivities and enantioselectivities.

中文翻译:

通过区域,非对映和对映选择性有机催化的乙烯基醛醇环化级联反应不对称合成具有邻三级和四级立体中心的螺氧杂吲哚δ-内酯

通过使用双功能有机催化剂,已实现了前手性3-亚炔基羟吲哚与靛红的高度区域,非对映和对映选择性的有机乙烯醇醛醇醛醇环化级联反应。产生了具有邻三级和四级立体中心的多种对映体富集的螺氧基吲哚δ-内酯,收率良好至优异,非对映选择性和对映选择性都很高。
更新日期:2017-09-29
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