Biomimetic Synthesis of ent-(-)-Azonazine and Stereochemical Reassignment of Natural Product

被引:66
作者
Zhao, Ji-Chen [1 ]
Yu, Shun-Ming [1 ]
Liu, Yun [1 ]
Yao, Zhu-Jun [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China
关键词
HYPERVALENT IODINE REAGENTS; DIAZONAMIDE; CONCISE; SALTS;
D O I
10.1021/ol4015706
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first total synthesis of ent-(-)-azonazine has been accomplished using a hypervalent iodine-mediated biomimetic oxidative cyclization to construct the highly strained core. Based on the results from the completed synthesis, both the relative and absolute configurations of natural (+)-azonazine were revised.
引用
收藏
页码:4300 / 4303
页数:4
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