仿生合成麝香胺相关吲哚生物碱：铁催化选择性氧化自由基偶联。

Biomimetic Synthesis of Moschamine-Related Indole Alkaloids via Iron-Catalyzed Selectively Oxidative Radical Coupling.

机构信息

State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201, Yunnan, China.

University of Chinese Academy of Sciences , Beijing 100049, China.

出版信息

Org Lett. 2016 Mar 18;18(6):1474-7. doi: 10.1021/acs.orglett.6b00417. Epub 2016 Mar 7.

DOI:10.1021/acs.orglett.6b00417

PMID:26949004

Abstract

An iron-catalyzed oxidative radical coupling reaction was developed to selectively construct indolofuran or bisphenolic indole cores, which exist in two types of moschamine-related indole alkaloids. Both (+)-decursivine and 4,4″-bis(N-feruloyl)serotonin were biomimetically synthesized by using coupling reactions. The proposed reassignment of the structure of montamine as 4,4″-bis(N-feruloyl)serotonin was excluded.

摘要

发展了一种铁催化的氧化自由基偶联反应，用于选择性构建吲哚呋喃或双酚吲哚核心，它们存在于两种类型的麝香碱相关吲哚生物碱中。（+）-decursivine 和 4,4″-双（N-阿魏酰基）血清素均通过偶联反应仿生合成。排除了将 montamine 的结构重新指定为 4,4″-双（N-阿魏酰基）血清素的可能性。