当前位置: X-MOL 学术Org. Chem. Front. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Total synthesis of huperserratines A and B
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2022-05-24 , DOI: 10.1039/d2qo00608a
Zhen-Tao Deng 1, 2 , Xing-De Wu 1 , Zai-Feng Yuan 1 , Nai-Rong Yu 1, 2 , Yu-Fei Ou 1, 2 , Qin-Shi Zhao 1
Affiliation  

Huperserratines A (1) and B (2), two novel macrocyclic Lycopodium alkaloids, possess an aza-12-membered ring. Here, we describe the first total synthesis of these two natural products in 12 steps. Key elements of the synthesis include the Suzuki–Miyaura coupling, the Hosomi–Sakurai reaction, ring-closing metathesis, dihydroxylation, and the Swern oxidation. A gram-scale ring-closing metathesis was pivotal in forging the challenging aza-12-membered ring. This total synthesis would enable future studies on the structure–activity relationship of 1 and 2.

中文翻译:

石杉碱甲 A 和 B 的全合成

Huperserratines A ( 1 ) 和 B ( 2 ) 是两种新型大环石松属生物碱,具有氮杂 12 元环。在这里,我们通过 12 个步骤描述了这两种天然产物的首次全合成。合成的关键要素包括 Suzuki-Miyaura 偶联、Hosomi-Sakurai 反应、闭环复分解、二羟基化和 Swern 氧化。克级闭环复分解是打造具有挑战性的 aza-12 元环的关键。这种全合成将使未来对12的构效关系的研究成为可能。
更新日期:2022-05-24
down
wechat
bug