Synthesis of the Core Structure of Daphnimacropodines

Chen, Yuye1,2,3; Hu, Jingping1,2,4; Guo, Lian-Dong1,2; Tian, Peilin1,2; Xu, Tianyue1,2; Xu, Jing1,2

2019-06-07

10.1021/acs.orglett.9b01486

ORGANIC LETTERS   影响因子和分区

1523-7060

1523-7052

Daphniphyllum alkaloids daphnimacropodines A-C possess a highly congested ring system and share a common tetracyclic ring skeleton. To access the challenging chemical structure of daphnimacropodines, a divergent synthetic approach toward their total synthesis is described. A stereoselective synthesis of the core structure of daphnimacropodines has been achieved from a simple diketone building block. Our approach features an intramolecular carbamate aza-Michael addition and a hydropyrrole synthesis via a Au-catalyzed alkyne hydration followed by an aldol condensation, whereas all the other attempts failed.

SCI ; IC

英语

NI期刊

第一 ; 通讯

Shenzhen Nobel Prize Scientists Laboratory Project[C17783101]

Chemistry

Chemistry, Organic

WOS:000471212100092

AMER CHEMICAL SOC

CHEMISTRY

Web of Science

1.Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Guangdong, Peoples R China
2.Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Guangdong, Peoples R China
3.Univ Macau, Inst Chinese Med Sci, State Key Lab Qual Res Chinese Med, Taipa 999078, Macau, Peoples R China
4.Harbin Inst Technol, Sch Chem & Chem Engn, Harbin 150006, Heilongjiang, Peoples R China

Chen, Yuye,Hu, Jingping,Guo, Lian-Dong,et al. Synthesis of the Core Structure of Daphnimacropodines[J]. ORGANIC LETTERS,2019,21(11):4309-4312.

Chen, Yuye,Hu, Jingping,Guo, Lian-Dong,Tian, Peilin,Xu, Tianyue,&Xu, Jing.(2019).Synthesis of the Core Structure of Daphnimacropodines.ORGANIC LETTERS,21(11),4309-4312.

Chen, Yuye,et al."Synthesis of the Core Structure of Daphnimacropodines".ORGANIC LETTERS 21.11(2019):4309-4312.