التفاصيل البيبلوغرافية
| العنوان: |
A minimalist approach to the stereoselective synthesis of 1R-alkoxygenipins. |
| المؤلفون: |
He, Yi-Fan1 (AUTHOR), Meng, Fan-cui2 (AUTHOR), Cai, Tian-Tian1 (AUTHOR), Yin-Liu1 (AUTHOR), Xie, Yun-Dong1 (AUTHOR), Zhou, Jing1 (AUTHOR), Yan, Hao1 (AUTHOR), Liu, Ji-Ping1,3,4 (AUTHOR), Han, Chao-Jun1,3,4 (AUTHOR), Shi, Yong-Heng1,3,4 (AUTHOR) yhshi@sntcm.edu.cn |
| المصدر: |
Tetrahedron. Jul2024, Vol. 161, pN.PAG-N.PAG. 1p. |
| مصطلحات موضوعية: |
*LEWIS acids, *ENERGY consumption, *STEREOSELECTIVE reactions, *CATALYSTS |
| مستخلص: |
The 1R-alkoxygenipins exhibit significantly enhanced bioactivity in comparison to their S-isomers; however, the challenge lies in the selective synthesis of these compounds. A streamlined and highly effective approach to achieve stereoselective 1R-alkyloxygenipins involved the use of a carefully balanced mixture of Lewis acid catalytic reagents, specifically BF 3 ·Et 2 O and H 2 O. This method emerged as the optimal choice after evaluating various synthetic routes, encompassing 1-OH and 10-OH substitutions, different Lewis acids, and their respective ratios as catalysts. The possible mechansim of the catalyst for genipin was investigated. Particularly, the method with non-strict conditions for the synthesis of 1R-alkoxygenipins was underscored by its operational simplicity, stability, and low energy consumption. This approach not only streamlined the synthetic process but also established a robust foundation for future bioactivity studies on 1R-alkyloxygenipins. [Display omitted] [ABSTRACT FROM AUTHOR] |
| قاعدة البيانات: |
Academic Search Index |