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] |
|
Copyright of Angewandte Chemie International Edition is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites or posted to a listserv without the copyright holder's express written permission. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.) |
قاعدة البيانات: |
Complementary Index |