دورية أكاديمية

Asymmetric Boracarboxylation of Styrenes Using Carbon Dioxide.

التفاصيل البيبلوغرافية
العنوان: Asymmetric Boracarboxylation of Styrenes Using Carbon Dioxide.
المؤلفون: Pettersen, Martin, Dat Do, Cuong, Gorantla, Sai Manoj N. V. T., Obst, Marc F., Damm, Roman, Putra, Anggi E., Gevorgyan, Ashot, Pavlovic, Ljiljana, Hopmann, Kathrin H., Bayer, Annette
المصدر: Advanced Synthesis & Catalysis; 7/2/2024, Vol. 366 Issue 13, p2976-2986, 11p
مصطلحات موضوعية: STYRENE, CARBON dioxide, DERACEMIZATION, COPPER catalysts, CARBON dioxide fixation
مستخلص: The boracarboxylation reaction has potential for the production of natural products and drug candidates, but the development of an asymmetric version of this transformation is challenging. We report an enantioselective boracarboxylation of styrenes, enabled by a copper catalyst containing chiral phosphines. Our experimental conditions provide yields between 31–76% and enantiomeric ratios from 80:20 up to 98:2 for electron‐rich styrenes. Oxidation of a boracarboxylation product gives (S)‐tropic acid, an intermediate towards several tropane alkaloids. A computational analysis of the mechanistic details shows a complex pattern of competing reaction pathways, highlighting challenges encountered when developing asymmetric reactions using CO2. [ABSTRACT FROM AUTHOR]
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قاعدة البيانات: Complementary Index
الوصف
تدمد:16154150
DOI:10.1002/adsc.202301285