دورية أكاديمية

Enantioselective Synthesis of Bicyclo[3.2.1]octadienes via Palladium‐Catalyzed Intramolecular Alkene‐Alkyne Coupling Reaction.

التفاصيل البيبلوغرافية
العنوان: Enantioselective Synthesis of Bicyclo[3.2.1]octadienes via Palladium‐Catalyzed Intramolecular Alkene‐Alkyne Coupling Reaction.
المؤلفون: Li, Qiuyu, Li, Jiajia, Zhang, Jie, Wu, Shu, Zhang, Yu, Lin, Aijun, Yao, Hequan
المصدر: Angewandte Chemie International Edition; 12/18/2023, Vol. 62 Issue 51, p1-6, 6p
مصطلحات موضوعية: NATURAL products, BIOACTIVE compounds, ALKENES, CYCLOPENTENES
مستخلص: Bicyclo[3.2.1]octadiene compounds and derivatives exist in a number of natural products and bioactive compounds. Nevertheless, catalytic enantioselective protocols for the synthesis of these skeletons have not been disclosed. Herein we reported a palladium‐catalyzed asymmetric intramolecular alkene‐alkyne coupling of alkyne‐tethered cyclopentenes, affording a library of enantionenriched bicyclo[3.2.1]octadienes in excellent yields and enantioselectivities (mostly >99 % ee). Moreover, the products could undergo an unusual iodination‐induced 1,2‐acyl migration, forming iodinated bicyclo[3.2.1]octadienes with three vicinal stereocenters. The enone and isolated olefin motifs embedded in the products provide useful handles for downstream elaboration. [ABSTRACT FROM AUTHOR]
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قاعدة البيانات: Complementary Index
الوصف
تدمد:14337851
DOI:10.1002/anie.202313404