Asymmetric Total Synthesis of (+)-Quinocarcinamide

doi:10.1021/acs.orglett.1c02970

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	Asymmetric Total Synthesis of (+)-Quinocarcinamide
	Li,Lei ; Shi,Li ; Wei,Kun ; Yang,Yu-Rong
	2021
发表期刊	ORGANIC LETTERS
ISSN	1523-7060
卷号	23 期号:20 页码:7972-7975
摘要	The first asymmetric total synthesis of (+)-quinocarcinamide (3), an enantiomer of the natural oxidation product from antitumor antibiotic (-)-quinocarcin (1), is described. Key steps include an iridium-catalyzed asymmetric allylic amidation of racemic alcohol 9, olefin cross-metathesis followed by a S(N)2' to forge tetrahydroisoquinoline, and stereocontrolled 1,3-dipolar cycloaddition between a facilely generated azomethine ylide and tert-butyl acrylate to construct the diazabicyclo[3.2.1]octane ring.
关键词	PRIMARY ALLYLIC AMINES (-)-QUINOCARCIN CYCLOADDITION SUBSTITUTION CONDENSATION QUINOCARCIN ALCOHOLS ACID
DOI	10.1021/acs.orglett.1c02970
WOS记录号	WOS:000709693500053
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/73223
专题	中国科学院昆明植物研究所
作者单位	1.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
推荐引用方式 GB/T 7714	Li,Lei,Shi,Li,Wei,Kun,et al. Asymmetric Total Synthesis of (+)-Quinocarcinamide[J]. ORGANIC LETTERS,2021,23(20):7972-7975.
APA	Li,Lei,Shi,Li,Wei,Kun,&Yang,Yu-Rong.(2021).Asymmetric Total Synthesis of (+)-Quinocarcinamide.ORGANIC LETTERS,23(20),7972-7975.
MLA	Li,Lei,et al."Asymmetric Total Synthesis of (+)-Quinocarcinamide".ORGANIC LETTERS 23.20(2021):7972-7975.

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149-I11-190-OL-4.pdf（998KB）	期刊论文	出版稿	开放获取	CC BY-NC-SA	浏览下载