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Total Synthesis of (-)-Actinophyllic Acid Enabled by a Key Dual Ir/Amine-Catalyzed Allylation
Liang, Xiao1,2; Zhang, Tian-Yuan1,2; Meng, Chun-Yan1; Li, Xue-Dan1,2; Wei, Kun1; Yang, Yu-Rong1
2018-08-03
Source PublicationORGANIC LETTERS
ISSN1523-7060
Volume20Issue:15Pages:4575-4578
AbstractA 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.
DOI10.1021/acs.orglett.8b01861
Language英语
WOS Research AreaChemistry
WOS SubjectChemistry, Organic
WOS IDWOS:000441112700042
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Document Type期刊论文
Identifierhttp://ir.kib.ac.cn/handle/151853/62133
Collection中国科学院昆明植物研究所
Corresponding AuthorYang, Yu-Rong
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
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.
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