Short Synthesis of the Monoterpene Indole Alkaloid (+/-)-Arbornamine
Zheng, Yu1,2; Yue, Bei-Bei1,2; Wei, Kun1; Yang, Yu-Rong1
2018-04-20
Source PublicationJOURNAL OF ORGANIC CHEMISTRY
ISSN0022-3263
Volume83Issue:8Pages:4867-4870
Abstract

The first total synthesis of the monoterpene indole alkaloid (+/-)-arbornamine (1) has been completed, which proceeds in only 6 steps and 31% overall yield from three readily available, known compounds. The synthesis features a cascade involving a Pictet-Spengler cyclization/intramolecular ammonolysis to create the tetracyclic core of arbornamine (1) in a single chemical operation. The subsequent elaboration of 5 into 1 was effected by a key reductive Heck reaction and global reduction.

DOI10.1021/acs.joc.8b00529
Language英语
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Cited Times:5[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.kib.ac.cn/handle/151853/61260
Collection植物化学与西部植物资源持续利用国家重点实验室
Affiliation1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Zheng, Yu,Yue, Bei-Bei,Wei, Kun,et al. Short Synthesis of the Monoterpene Indole Alkaloid (+/-)-Arbornamine[J]. JOURNAL OF ORGANIC CHEMISTRY,2018,83(8):4867-4870.
APA Zheng, Yu,Yue, Bei-Bei,Wei, Kun,&Yang, Yu-Rong.(2018).Short Synthesis of the Monoterpene Indole Alkaloid (+/-)-Arbornamine.JOURNAL OF ORGANIC CHEMISTRY,83(8),4867-4870.
MLA Zheng, Yu,et al."Short Synthesis of the Monoterpene Indole Alkaloid (+/-)-Arbornamine".JOURNAL OF ORGANIC CHEMISTRY 83.8(2018):4867-4870.
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