Biomimetic approach to perophoramidine and communesin via an intramolecular cyclopropanation reaction

被引：99

作者：

Yang, J

Song, H

Xiao, X

Wang, J

Qin, Y ^{[1
]}

机构：

[1] W China Sch Pharm, Dept Chem Med Nat Prod, Chengdu 610041, Peoples R China

[2] W China Sch Pharm, Key Lab Drug Targeting, Chengdu 610041, Peoples R China

[3] Sichuan Univ, Natl Key Lab Biotherapy, Chengdu 610041, Peoples R China

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 10期

关键词：

D O I：

10.1021/ol0607138

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Starting from tryptamine 4 and isatin 5, a biomimetic approach to the pentacyclic substructure 1 of perophoramidine and communesin was developed. The key steps were to create a stable three/six bicyclic system 2 on the 2,3-double bond of an indole derivative 3 by an intramolecular cyclopropanation, followed by ring opening of the resulting cyclopropane ring with the in situ generated amine group of an aniline.

引用

页码：2187 / 2190

页数：4

共 23 条

[1] An approach to the total synthesis of the marine ascidian metabolite perophoramidine via a halogen-selective tandem Heck/carbonylation strategy [J].