化学
废止
壬烷
全合成
产量(工程)
立体化学
克莱森重排
吲哚试验
脚手架
组合化学
有机化学
催化作用
医学
生物医学工程
冶金
材料科学
作者
Shiyuan Kang,Yinxia Wu,Mingyou Hu,Ying Ma,Xiangdi Huang,Zhen Hao,Xiujuan Li,Chen Wen,Hongbin Zhang
出处
期刊:Organic Letters
[American Chemical Society]
日期:2023-05-08
卷期号:25 (19): 3466-3470
被引量:4
标识
DOI:10.1021/acs.orglett.3c01041
摘要
The asymmetric total synthesis of vinorine, a polycyclic and cage-like alkaloid, has been realized in a flexible approach. Key features of the current synthesis include an aza-Achmatowicz rearrangement/Mannich-type cyclization to install the highly functional 9-azabicyclo-[3.3.1]nonane scaffold, a high yield Fischer indole annulation to synthesize the common intermediate for sarpagine-ajamaline type alkaloids, and an Ireland–Claisen rearrangement to construct the C15–C20 bond.
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