Total Synthesis and Stereochemical Assignment of Actinoranone

被引:21
作者
Guo, Yi-an [1 ]
Zhao, Meng [1 ]
Xu, Zhengshuang [1 ]
Ye, Tao [1 ]
机构
[1] Peking Univ, Shenzhen Grad Sch, Engn Lab Chiral Drug Synth, Key Lab Chem Genom,Sch Chem Biol & Biotechnol, Shenzhen 518055, Peoples R China
关键词
actinoranone; meroterpenoid; natural products; stereochemistry; total synthesis; MARINE NATURAL-PRODUCTS; BIOLOGICAL EVALUATION; STRUCTURE ELUCIDATION; STRUCTURAL REVISION; CHEMICAL-SYNTHESIS; OXIDATION; ALCOHOLS; REASSIGNMENT; ALDEHYDES; REAGENTS;
D O I
10.1002/chem.201700476
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The total synthesis of four actinoranone stereoisomers led to unambiguous assignment of relative and absolute stereochemistry of the natural product. Key features of the convergent, fully stereocontrolled route include the use of a Negishi carbozirconation/iodination, a Friedel-Crafts cyclization, a Felkin-controlled addition reaction, a Mitsunobu reaction, and a late-stage C-H oxidation.
引用
收藏
页码:3572 / 3576
页数:5
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