دورية أكاديمية

Enantioselective Organocatalytic Three-Component Vinylogous Michael/Aldol Tandem Reaction among 3‑Alkylidene oxindoles, Methyleneindolinones, and Aldehydes

التفاصيل البيبلوغرافية
العنوان: Enantioselective Organocatalytic Three-Component Vinylogous Michael/Aldol Tandem Reaction among 3‑Alkylidene oxindoles, Methyleneindolinones, and Aldehydes
المؤلفون: Jing-Xiang Xu (11819672), Yi-Syun Jiang (11819675), Chih-Hao Chen (290117), Nadaraj Sathishkumar (11819678), Kai-Ti Chu (2179066), Ming-Hsi Chiang (1755424), Hsin-Tsung Chen (1268964), Jeng-Liang Han (2073691)
سنة النشر: 2021
المجموعة: Smithsonian Institution: Digital Repository
مصطلحات موضوعية: Biochemistry, Microbiology, Cell Biology, Genetics, Molecular Biology, Biotechnology, Immunology, Developmental Biology, Mental Health, Infectious Diseases, Plant Biology, Space Science, Biological Sciences not elsewhere classified, Chemical Sciences not elsewhere classified, pot enantioselective three, enantioselective organocatalytic three, component vinylogous michael, 4 , paraformaldehyde generates 3, 3 , aldol tandem reaction, aldol reaction, prochiral 3, enantioenriched 3, moderate yields, hydroxymethyl group, high stereoselectivities, ee ), disubstituted oxindoles, alkylidene oxindoles
الوصف: We reported a one-pot enantioselective three-component vinylogous Michael/aldol tandem reaction of prochiral 3-alkylidene oxindoles with methyleneindolinones and aldehydes using bifunctional organocatalysts. A variety of enantioenriched 3,3-disubstituted oxindoles 3 and spirolactones 4 were generated in moderate yields (up to 78%) with high stereoselectivities (up to >20:1 dr, >99% ee). Intriguingly, we observed that the aldol reaction with paraformaldehyde generates 3,3-disubstituted oxindoles 3 bearing a hydroxymethyl group, while the reaction with aliphatic aldehydes generates spirolactones 4 .
نوع الوثيقة: article in journal/newspaper
اللغة: unknown
العلاقة: https://figshare.com/articles/journal_contribution/Enantioselective_Organocatalytic_Three-Component_Vinylogous_Michael_Aldol_Tandem_Reaction_among_3_Alkylidene_oxindoles_Methyleneindolinones_and_Aldehydes/17153447Test
DOI: 10.1021/acs.joc.1c02180.s001
الإتاحة: https://doi.org/10.1021/acs.joc.1c02180.s001Test
حقوق: CC BY-NC 4.0
رقم الانضمام: edsbas.85BFB788
قاعدة البيانات: BASE