Gram-Scale, Seven-Step Total Synthesis of (-)-Colchicine

doi:10.1021/acs.orglett.1c00638

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	Gram-Scale, Seven-Step Total Synthesis of (-)-Colchicine
	Liang,Xiao; Li,Lei ; Wei,Kun ; Yang,Yu-Rong
	2021
发表期刊	ORGANIC LETTERS
ISSN	1523-7060
卷号	23 期号:7 页码:2731-2735
摘要	Herein we report a streamlined, gram-scale total synthesis of (-)-colchicine that takes only 7 easy steps, with an overall yield of 27-36%. To warrant the synthetic efficiency and practicality of (-)-colchicine, we tactically utilized a modified version of a powerful Ir-catalyzed amidation reported by Carreira to install the key chiral C-7 acetamido group, Suzuki and biomimetic phenol oxidative coupling, and Banwell-inspired cyclopropane ring cleavage to construct (-)-colchicine precisely and rapidly. Remarkably, a described strategy also can shorten the synthesis of allocolchicinoid to 4 steps.
DOI	10.1021/acs.orglett.1c00638
WOS记录号	WOS:000637002800062
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/73136
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	Liang,Xiao,Li,Lei,Wei,Kun,et al. Gram-Scale, Seven-Step Total Synthesis of (-)-Colchicine[J]. ORGANIC LETTERS,2021,23(7):2731-2735.
APA	Liang,Xiao,Li,Lei,Wei,Kun,&Yang,Yu-Rong.(2021).Gram-Scale, Seven-Step Total Synthesis of (-)-Colchicine.ORGANIC LETTERS,23(7),2731-2735.
MLA	Liang,Xiao,et al."Gram-Scale, Seven-Step Total Synthesis of (-)-Colchicine".ORGANIC LETTERS 23.7(2021):2731-2735.

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