79641-42-2Relevant academic research and scientific papers
Syntheses of cis - And trans -Jamtine and Their N -Oxides via a Benzyl Configuration-Inversion Approach
Gao, Jin-Ming,Li, Yujie,Liu, Zhigang,Wang, Zhengshen,Zhang, Qiang,Zheng, Huaiji
, p. 339 - 342 (2020)
A novel synthesis of the tetrahydroisoquinoline alkaloid jamtine and its epimer is reported. The synthetic strategy hinges on a one-pot conjugate reduction/Robinson cyclization sequence and an efficient benzyl configuration inversion by an oxidation/reduction approach. The N -oxide derivatives of the jamtine isomers were also synthesized and identified by X-ray crystallographic analysis. Additionally, a density functional theory calculation for the four possible N -oxide structures was exploited to gain further insight into the structure of the natural product in comparison to those of the synthetic N -oxides, because the NMR data of the synthetic derivatives did not match those reported for natural jamtine N -oxide.
Asymmetric alkaloid synthesis: A one-pot organocatalytic reaction to quinolizidine derivatives
Franzen, Johan,Fisher, Andreas
supporting information; experimental part, p. 787 - 791 (2009/05/06)
(Chemical Equation Presented) One pot+two steps = three stereocenters: A short enantioselective synthesis to access the indolo[2,3a]quinolizidine and the benzo[a]quinolizidine skeleton has been developed (see scheme; TMS = trimethylsilyl, R1 =
Pyrrolo[2.1-a]isoquinoline derivatives
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Page 13, (2010/11/30)
The present invention relates to pyrrolo[2.1-a]isoquinolines which are inhibitors of phosphodiesterase 10a, a process for preparing these compounds and a method of treating cancer in humans and animals by administering these compounds.
Synthesis of four possible stereoisomers of 1,2-epoxy-3-hydroxy-erythrinans: Total synthesis of an alkenoid-type erythrinan alkaloid, (±)-erythratidine
Hosoi, Shinzo,Nagao, Motoyoshi,Tsuda, Yoshisuke,Isobe, Kimiaki,Sano, Takehiro,Ohta, Tomihisa
, p. 1505 - 1511 (2007/10/03)
Four stereoisomers of 1,2-epoxy-3-hydroxyerythrinans were synthesized and their stereochemistries were determined. The 1,2α-epoxy-3α-alcohol was converted to the alkenoid-type alkaloid, (±)-erythratidine utilizing reductive migration of an α, β-unsaturate
REGIO- AND STEREO-CONTROLLED DIELS-ALDER REACTION OF DIOXOPYRROLINES WITH ACTIVATED BUTADIENES: FACILE SYNTHESES OF RING D FUNCTIONALIZED ERYTHRINANS
Sano, Takehiro,Toda, Jun,Kashiwaba, Noriaki,Tsuda, Yoshisuke,Iitaka, Yoichi
, p. 1151 - 1156 (2007/10/02)
Diels-Alder reaction of Δ2-pyrroline-4,5-diones with activated butadienes proceeds in regio- and stereo-selective manner.Thus, isoquinolinopyrrolinediones (prepared in 3 steps from β-arylethylamines) gave single erythrinan derivatives which are
