Unified Strategy Enables the Collective Syntheses of Structurally Diverse Indole Alkaloids

doi:10.1021/jacs.3c13869

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	Unified Strategy Enables the Collective Syntheses of Structurally Diverse Indole Alkaloids
	Ren, Jian; Ding, Shi-Hua; Li, Xiao-Nian; Zhao, Qin-Shi
	2024
发表期刊	JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
ISSN	0002-7863
卷号	146 期号:11 页码:7616-7627
摘要	Natural products and their analogues are significant sources of therapeutic lead compounds. However, synthetic strategies for generating large collections of these molecules remain a significant challenge. The most difficult step in their synthesis is the design of a common intermediate that can be easily transformed into natural products belonging to different families. This study demonstrates the evolution of synthetic tactics designed to assemble the functionalized piperidines present in indole alkaloids from a common intermediate. More importantly, we also report a previously unknown Ir- and Er-catalyzed dehydrogenative spirocyclization reaction that enables direct access to spirocyclic oxindole alkaloids. As a practical application, the asymmetric total syntheses of 29 natural alkaloids belonging to different families were accomplished by following a uniform synthetic route. The proposed methodology extends the capability of the iridium-catalyzed dehydrogenative coupling reaction to the realm of indole-alkaloid synthesis and provides new opportunities for the efficient preparation of natural product-like molecules.
DOI	10.1021/jacs.3c13869
WOS记录号	WOS:001180781200001
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/76008
专题	中国科学院昆明植物研究所
推荐引用方式 GB/T 7714	Ren, Jian,Ding, Shi-Hua,Li, Xiao-Nian,et al. Unified Strategy Enables the Collective Syntheses of Structurally Diverse Indole Alkaloids[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2024,146(11):7616-7627.
APA	Ren, Jian,Ding, Shi-Hua,Li, Xiao-Nian,&Zhao, Qin-Shi.(2024).Unified Strategy Enables the Collective Syntheses of Structurally Diverse Indole Alkaloids.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,146(11),7616-7627.
MLA	Ren, Jian,et al."Unified Strategy Enables the Collective Syntheses of Structurally Diverse Indole Alkaloids".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 146.11(2024):7616-7627.

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