دورية أكاديمية

One Step Selective Counterion Dependent Formation of Conjugated Chiral N‑Sulfinylimines from Aldehydes

التفاصيل البيبلوغرافية
العنوان: One Step Selective Counterion Dependent Formation of Conjugated Chiral N‑Sulfinylimines from Aldehydes
المؤلفون: Jeffrey R. Groch (14334633), Nicholas R. Lauta (14334636), Jon T. Njardarson (378631)
سنة النشر: 2023
مصطلحات موضوعية: Biochemistry, Medicine, Genetics, Molecular Biology, Pharmacology, Biotechnology, Ecology, Immunology, Cancer, Plant Biology, Computational Biology, Space Science, Chemical Sciences not elsewhere classified, conjugated ellman imines, aldehyde vinylogation optimizations, aldehyde vinylogation applications, achieve high yields, single step compared, step redox, trialkyl phosphites, methyl phosphonates, detailed study, classic 4, chiral n, based approach
الوصف: We report a detailed study on the synthesis and aldehyde vinylogation applications of chiral N-sulfinyl imine phosphonate reagents. Two complementary scalable reagent routes, from trialkyl phosphites and methyl phosphonates, respectively, are presented. This reagent class enables significant streamlining in synthesis of conjugated Ellman imines from aldehydes, which can now be accomplished in a single step compared to a more classic 4-step redox-based approach. Aldehyde vinylogation optimizations have revealed significant counterion effects and unexpected competing reaction challenges that needed to be addressed to achieve high yields.
نوع الوثيقة: article in journal/newspaper
اللغة: unknown
العلاقة: https://figshare.com/articles/journal_contribution/One_Step_Selective_Counterion_Dependent_Formation_of_Conjugated_Chiral_N_Sulfinylimines_from_Aldehydes/21824667Test
DOI: 10.1021/acs.orglett.2c04102.s001
الإتاحة: https://doi.org/10.1021/acs.orglett.2c04102.s001Test
حقوق: CC BY-NC 4.0
رقم الانضمام: edsbas.D231217C
قاعدة البيانات: BASE