Short Formal Syntheses of Lycorine and Congeners Using a 5-Endo-Trig/6-Endo-Trig Radical Cyclization Sequence

被引:0
|
作者
Tan, Shen [1 ,2 ]
Zard, Samir Z. [2 ]
Pham, Le Nhan [3 ]
Coote, Michelle L. [3 ]
Banwell, Martin G. [1 ]
Lan, Ping [1 ]
White, Lorenzo V. [1 ,2 ]
机构
[1] Jinan Univ, Inst Adv & Appl Chem Synth, Coll Pharm, Guangzhou 510632, Guangdong, Peoples R China
[2] CNRS, Lab Synthese Organ, E?cole Polytech, F-91128 Palaiseau, France
[3] Flinders Univ S Australia, Inst Nanoscale Sci & Technol, Coll Sci & Engn, Adelaide, SA 5042, Australia
基金
澳大利亚研究理事会; 中国国家自然科学基金;
关键词
D O I
10.1021/acs.orglett.4c01271
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Here, we report a practical route to medicinally interesting lycorine congeners alongside formal syntheses of various lycorine-type natural products, including lycorine itself. The efficiency of our strategy derives from a back-to-back 5-endo-trig/6-endo-trig radical cyclization sequence, which we systematically studied both experimentally and computationally. The results of our work will facilitate future development of urgently needed antiviral therapeutics based on lycorine.
引用
收藏
页码:4292 / 4296
页数:5
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