4118-36-9Relevant articles and documents
Enantioselective addition of organolithium reagents to 3,4-dihydroisoquinoline in the presence of (-)-sparteine as an external ligand. Application for the synthesis of isoquinoline alkaloids
Chrzanowska, Maria,Sokolowska, Joanna
, p. 1435 - 1440 (2001)
Three isoquinoline alkaloids, (-)-salsolidine 2, (+)-carnegine 6 and (-)-1-phenyl-2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 7, were obtained in high yield and with 17-46% e.e. by the enantioselective additions of organolithium reagents to dihydroisoquinolines 1 and 5, in the presence of (-)-sparteine as a chiral ligand.
Development of Pd(OAc)2-catalyzed tandem oxidation of C[sbnd]N, C[sbnd]C, and C(sp3)–H bonds: Concise synthesis of 1-aroylisoquinoline, oxoaporphine, and 8-oxyprotoberberine alkaloids
Nishimoto, Saeko,Nakahashi, Hiromichi,Toyota, Masahiro
supporting information, (2020/11/13)
A catalytic tandem oxidation of C[sbnd]N, C[sbnd]C, and C(sp3)–H bonds is developed. This tandem oxidation is applied to two-step total syntheses of papaveraldine and pulcheotine A. Additionally, the total synthesis of liriodenine is achieved in six steps from homopiperonyl alcohol and 2-bromophenylacetonitrile by applying this catalytic tandem oxidation. Moreover, the direct conversion of xylopinine to 8-oxypseudopalmatine in a 76% yield demonstrates the versatility of this catalytic reaction.
Conjugates of salicylaldoximes and peripheral site ligands: Novel efficient nonquaternary reactivators for nerve agent-inhibited acetylcholinesterase
Wei, Zhao,Liu, Yan-qin,Wang, Sheng-zheng,Yao, Lin,Nie, Hui-fang,Wang, Yong-an,Liu, Xue-Ying,Zheng, Zhi-bing,Li, Song
supporting information, p. 4497 - 4505 (2017/07/22)
A new family of nonquaternary reactivators for nerve agent-inhibited human acetylcholinesterase (hAChE) were designed, synthesized and tested in this paper. It was found that salicylaldoximes were able to quickly cleave the P–S bond of organophosphate and avoid the reinhibition phenomenon in the reactivation process, but they lacked reactivating ability due to poor affinity for AChE. Based on a dual site binding strategy, different peripheral site ligands of AChE were introduced to achieve extra affinity. The in vitro reactivation experiments demonstrated that some of the yielding conjugates exhibited similar or even superior ability to reactivate sarin-, VX- or tabun-inhibited hAChE in comparison with the mono- and bis-pyridinium aldoximes currently used. Moreover, due to greatly improved lipophilicity, these nonquaternary conjugates hold promise for the development of efficient centrally activating reactivators.