Development of the Vinylogous Pictet-Spengler Cyclization and Total Synthesis of (±)-Lundurine A

被引：23

作者：

Nash, Aaron ^{[1
]}

Qi, Xiangbing ^{[1
]}

Maity, Pradip ^{[1
]}

Owens, Kyle ^{[1
]}

Tambar, Uttam K. ^{[1
]}

机构：

[1] Univ Texas Southwestern Med Ctr Dallas, Dept Biochem, 5323 Harry Hines Blvd, Dallas, TX 75390 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2018年 / 57卷 / 23期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

alkaloids; cyclization; Lewis acids; nitrogen heterocycles; total synthesis; N-ACYLIMINIUM IONS; TENUISINES A-C; INDOLE ALKALOIDS; KOPSIA-TENUIS; COMBINATORIAL CHEMISTRY; CYCLOPROPYL MOIETY; IR-SN-3; CATALYST; BRONSTED ACID; RING-SYSTEM; DERIVATIVES;

D O I：

10.1002/anie.201803702

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel vinylogous Pictet-Spengler cyclization has been developed for the generation of indole-annulated medium- sized rings. The method enables the synthesis of tetrahydroazocinoindoles with a fully substituted carbon center, a prevalent structural motif in many biologically active alkaloids. The strategy has been applied to the total synthesis of (+/- )-lundurine A.

引用

页码：6888 / 6891

页数：4

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