Enantioselective Total Syntheses of the Cephalotaxus Alkaloids (-)-Fortuneicyclidins A and B and (-)-Cephalotine B
文献类型:期刊论文
作者 | Sheng,Peng-Zhen; Ni,Zhi-Bin; Li,Lu-Lu; Wei,Kun; Zhang,Hongbin; Yang,Yu-Rong |
刊名 | ORGANIC LETTERS
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出版日期 | 2023 |
卷号 | 25期号:41页码:7464-7469 |
关键词 | ALPHA-ALLYLATION IRIDIUM |
ISSN号 | 1523-7052 |
DOI | 10.1021/acs.orglett.3c02739 |
英文摘要 | Fortuneicyclidins A and B are a pair of recently isolated Cephalotaxus alkaloids with an unprecedented rearranged polycyclic skeleton possessing multiple complex stereocenters and functionalization. In this work, highly stereocontrolled asymmetric total syntheses for title alkaloids were outlined. Key features include an underexplored Ir-catalyzed alpha-allylation of aldehyde to strategically install a vicinal N-substituted quaternary center and a tertiary stereocenter, Heck and RCM reactions to construct the critical polycyclic framework rapidly, two different tandem oxidation-transannular aldol cyclization processes, one through ozonolysis and another via Swern oxidation, to forge the last ring for fortuneicyclidins A and B, respectively. In this approach, the challenging C-2 hydroxyl group can be installed stereospecifically. |
WOS记录号 | WOS:001082602700001 |
源URL | [http://ir.kib.ac.cn/handle/151853/75282] ![]() |
专题 | 中国科学院昆明植物研究所 |
推荐引用方式 GB/T 7714 | Sheng,Peng-Zhen,Ni,Zhi-Bin,Li,Lu-Lu,et al. Enantioselective Total Syntheses of the Cephalotaxus Alkaloids (-)-Fortuneicyclidins A and B and (-)-Cephalotine B[J]. ORGANIC LETTERS,2023,25(41):7464-7469. |
APA | Sheng,Peng-Zhen,Ni,Zhi-Bin,Li,Lu-Lu,Wei,Kun,Zhang,Hongbin,&Yang,Yu-Rong.(2023).Enantioselective Total Syntheses of the Cephalotaxus Alkaloids (-)-Fortuneicyclidins A and B and (-)-Cephalotine B.ORGANIC LETTERS,25(41),7464-7469. |
MLA | Sheng,Peng-Zhen,et al."Enantioselective Total Syntheses of the Cephalotaxus Alkaloids (-)-Fortuneicyclidins A and B and (-)-Cephalotine B".ORGANIC LETTERS 25.41(2023):7464-7469. |
入库方式: OAI收割
来源:昆明植物研究所
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