Synthesis of Tanshinone IIA and Related Terpenes via a C-H Functionalization Strategy

被引:1
|
作者
Tucker, Nathan [1 ]
Britt, Liam H. [1 ]
Grover, Huck K. [1 ]
机构
[1] Mem Univ Newfoundland, Dept Chem, St John, NF A1B 3X7, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
DIRECT ORTHO-ARYLATION; ARYL CARBOXYLIC-ACIDS; BENZOIC-ACIDS; BOND ACTIVATIONS; PI;
D O I
10.1021/acs.orglett.4c02438
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The total synthesis of tanshinone IIA and related bioactive diterpenes isolated from the Chinese plant Salvia miltiorrhiza was completed from a common tetralin building block. The synthetic route highlights a 3,4-disubstituted furan synthesis and various regioselective C-H functionalization reactions, including a Pd catalyzed iodination and an Ir catalyzed borylation, along with an intramolecular stanna-Brook type reaction to construct the ortho-quninone ring of the target molecule.
引用
收藏
页码:7134 / 7138
页数:5
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