Synthesis of (+)-epicolidine C and the 6/6/6/5 tetracyclic core of spylidone

被引:0
|
作者
Dong, Haoran [1 ]
Lei, Xiaoguang [1 ,2 ,3 ]
机构
[1] Peking Univ, Coll Chem & Mol Engn, Beijing Natl Lab Mol Sci, Key Lab Bioorgan Chem & Mol Engn,Minist Educ, Beijing, Peoples R China
[2] Peking Univ, Acad Adv Interdisciplinary Studies, Peking Tsinghua Ctr Life Sci, Beijing, Peoples R China
[3] Shen Zhen Bay Lab, Inst Canc Res, Shen Zhen, Peoples R China
基金
中国国家自然科学基金;
关键词
Natural products; Total synthesis; Epoxide opening; Oxidative cyclization; REARRANGEMENTS; ACIDS;
D O I
10.1016/j.tetlet.2024.155181
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first total synthesis of ( +)-epicolidine C has been accomplished via a late-stage HfCl 4-mediated epoxide opening from ( +)-PF1052. The 6/6/6/5 tetracyclic core of spylidone has also been constructed from ( +)-AB4015-B via late-stage iodine(I)- or manganese(III)-mediated oxidative cyclization reactions, whose absolute stereostructure was unambiguously confirmed by X-ray crystallographic analysis.
引用
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页数:3
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