41175-05-7Relevant articles and documents
Total Synthesis of (+)-Aspidospermidine
Xu, Hongjin,Huang, He,Zhao, Cui,Song, Chuanjun,Chang, Junbiao
supporting information, p. 6457 - 6460 (2019/09/06)
A facile asymmetric total synthesis of (+)-aspidospermidine has been developed, which is accomplished in 11 steps in an overall yield of 9.6%. Key steps involve a palladium-catalyzed enantioselective decarboxylative allylation to install the quaternary ca
Enantioselective total synthesis of (-)-limaspermidine and formal synthesis of (-)-1-acetylaspidoalbidine
Zhang, Shao-Xiong,Shen, Xiao-Lei,Li, Ze-Qian,Zou, Li-Wei,Wang, Feng-Qun,Zhang, Hong-Bin,Shao, Zhi-Hui
supporting information, p. 11444 - 11449 (2013/12/04)
Evolution of the synthetic strategy that culminated in the first asymmetric total synthesis of the Aspidosperma alkaloid limaspermidine is described. The successful enantioselective route to (-)-limaspermidine proceeds in 10 steps and with the isolation of only six intermediates using a Pd-catalyzed enantioselective decarboxylative allylation we have recently developed. This first enantioselective synthesis of (-)-limaspermidine establishes unambiguously its absolute configuration and allows the first asymmetric formal total synthesis of the Aspidoalbine alkaloid (-)-1-acetylaspidoalbidine.
Studies on the enantioselective synthesis of carbazolones as intermediates in aspidosperma and kopsia alkaloid synthesis
Gartshore, Christopher J.,Lupton, David W.
, p. 882 - 890 (2013/09/12)
Two strategies for the assembly of homochiral carbazolones have been investigated. The first exploited desymmetrisation of 1,3-cyclohexadione derivatives however this failed to deliver satisfactory outcomes. An orthogonal route exploiting palladium catalysed decarboxylative allylation of racemic carbazolone β-ketoesters has been developed. Herein we report full details on the development of this reaction and clarify apparent discrepancies between our preliminary reports and those of Shao.
