Enantioselective Total Synthesis of (-)-Incarviatone A

被引：66

作者：

Hong, Benke ^{[1
,2
,3
]}

Li, Chao ^{[1
,2
]}

Wang, Zhen ^{[4
]}

Chen, Jie ^{[3
]}

Li, Houhua ^{[4
]}

Lei, Xiaoguang ^{[1
,2
,4
]}

机构：

[1] Peking Univ, Beijing Natl Lab Mol Sci, Dept Biol Chem, Coll Chem & Mol Engn,Synthet & Funct Biomol Ctr, Beijing 100871, Peoples R China

[2] Peking Univ, PekingTsinghua Ctr Life Sci, Beijing 100871, Peoples R China

[3] Tianjin Univ, Sch Pharmaceut Sci & Technol, Tianjin 300072, Peoples R China

[4] NIBS, Beijing 102206, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2015年 / 137卷 / 37期

关键词：

C-H FUNCTIONALIZATION; BIOMIMETIC TOTAL-SYNTHESIS; BOND FUNCTIONALIZATION; NATURAL-PRODUCTS; CONCISE SYNTHESES; INSERTION; STRATEGY; CONFIGURATION; CONSTRUCTION; DERIVATIVES;

D O I：

10.1021/jacs.5b08551

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report herein the first total synthesis of (-)-incarviatone A (1) in 14 steps starting from commercially available inexpensive phenylacetic acid (9). Our early stage synthesis relies on the scalable and sequential C-H functionalitation to rapidly assemble the indanyl dialdehyde framework. Further biomimetic cascade strategy allows us to obtain the natural product in a onepot operation. We also conduct detailed mechanistic studies and disclose all the possible intermediates and isomers formed during the biomimetic cascade process.

引用

页码：11946 / 11949

页数：4

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