Total Synthesis of (-)-Actinophyllic Acid Enabled by a Key Dual Ir/Amine-Catalyzed Allylation

doi:10.1021/acs.orglett.8b01861

	Total Synthesis of (-)-Actinophyllic Acid Enabled by a Key Dual Ir/Amine-Catalyzed Allylation
	Liang, Xiao 1,2; Zhang, Tian-Yuan 1,2; Meng, Chun-Yan 1; Li, Xue-Dan 1,2; Wei, Kun 1; Yang, Yu-Rong1
刊名	ORGANIC LETTERS
	2018-08-03
卷号	20 期号:15 页码:4575-4578
ISSN号	1523-7060
DOI	10.1021/acs.orglett.8b01861
英文摘要	A synthetic strategy for the catalytic asymmetric total synthesis of (-)-actinophyllic acid is described. This highly efficient and enantioselective approach allows the rapid installation of the four contiguous chiral centers (C16, C15, C20, and C19) by way of a dual Ir/amine catalytic allylation of 2-indolyl vinyl carbinol 6 and an aldol reaction of resultant chiral aldehyde 4a with 2-pyrrolidinone 5. The key indo1-3-ylmethanamine moiety and 1-azabicyclo[4.2.1]nonane ring system were readily generated through a selective Mannich-like cyclization and an intramolecular N-alkylation, respectively.
资助项目	Key Research Program of the Frontier Sciences of the CAS[QYZDB-SSW-SMC026] ; NSFC[21672224] ; NSFC[21472200] ; Government of Yunan Province[2017FA002]
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000441112700042
资助机构	Key Research Program of the Frontier Sciences of the CAS ; NSFC ; Government of Yunan Province
内容类型	期刊论文
源URL	[http://ir.kib.ac.cn/handle/151853/62132]
专题	中国科学院昆明植物研究所
通讯作者	Yang, Yu-Rong
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,Zhang, Tian-Yuan,Meng, Chun-Yan,et al. Total Synthesis of (-)-Actinophyllic Acid Enabled by a Key Dual Ir/Amine-Catalyzed Allylation[J]. ORGANIC LETTERS,2018,20(15):4575-4578.
APA	Liang, Xiao,Zhang, Tian-Yuan,Meng, Chun-Yan,Li, Xue-Dan,Wei, Kun,&Yang, Yu-Rong.(2018).Total Synthesis of (-)-Actinophyllic Acid Enabled by a Key Dual Ir/Amine-Catalyzed Allylation.ORGANIC LETTERS,20(15),4575-4578.
MLA	Liang, Xiao,et al."Total Synthesis of (-)-Actinophyllic Acid Enabled by a Key Dual Ir/Amine-Catalyzed Allylation".ORGANIC LETTERS 20.15(2018):4575-4578.