88931-05-9

Upstream product

• 89690-20-0 (4R*,9aR*)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one 
• 34418-91-2 2,3,4,5-tetrahydropyridine N-oxide 
• 144409-60-9 (4S,9aR)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one 
• 109-06-8 α-picoline 
• 62497-24-9 (3,4-dimethoxyphenyl)propynoic acid methyl ester 
• 102652-47-1 Methyl 4-<2-exo,6-exo-6-(3,4-dimethoxyphenyl)-7-oxa-1-azabicyclo<2.2.1>heptan-2-yl>butanoate 
• 102652-51-7 Methyl 4-butanoate 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 88909-04-0 2(E)-(3,4-dimethoxystyryl)-3,3a,4,5,6,7-hexahydro-2H-isoxazolo<2,3-a>pyridine 
• 88909-04-0 2(Z)-(3,4-dimethoxystyryl)-3,3a,4,5,6,7-hexahydro-2H-isoxazolo<2,3-a>pyridine 
• 206749-06-6 1-[1-(3,4-Dimethoxy-phenyl)-3-trimethylsilanylmethyl-but-3-enyl]-6-hydroxy-piperidin-2-one 
• 206749-04-4 1-[1-(3,4-Dimethoxy-phenyl)-3-trimethylsilanylmethyl-but-3-enyl]-piperidine-2,6-dione 
• 88909-05-1 2-[2-Chloro-2-(3,4-dimethoxy-phenyl)-ethyl]-hexahydro-isoxazolo[2,3-a]pyridine 
• 102652-52-8 (6R*,8S*,9aR*)-6-(3,4-Dimethoxyphenyl)-8-hydroxy-4-quinolizidinone 

Downstream Products

• 89771-49-3 (±)-lasubine II 
• 89690-20-0 (4R*,9aR*)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one 
• 89771-50-6 (+/-)-2-episubcosine II 
• 71480-99-4 2,2,3-Trichloro-3-(4-methoxy-phenyl)-propionic acid (2S,4S,9aS)-4-(3,4-dimethoxy-phenyl)-octahydro-quinolizin-2-yl ester 
• 71480-98-3 (Z)-2-Chloro-3-(4-methoxy-phenyl)-acrylic acid (2S,4S,9aS)-4-(3,4-dimethoxy-phenyl)-octahydro-quinolizin-2-yl ester 
• 77092-63-8 2-(p-hydroxyphenylpropionoyloxy)(a)-4-(3',4'-dimethoxyphenyl)(e)-trans-quinolizidine 
• 77092-60-5 2-(p-benzyloxyphenylpropionoyloxy)(a)-4-(3',4'-dimethoxyphenyl)(e)-trans-quinolizidine 
• 71480-97-2 2-(p-methoxyphenylpropionoyloxy)(a)-4-(3',4'-dimethoxyphenyl)(e)-trans-quinolizidine 
• 68622-78-6 (+)-subcosine I 

Relevant academic research and scientific papers

Synthesis of (±)-Lasubine II Using N-Methoxyamines

The synthesis of (±)-lasubine II has been achieved through a three-component allylation capitalizing on the unique properties of N-methoxyamines. This reaction enabled the installation of all the carbon atoms of lasubineII in a single operation. The N-met

Catalytic Dearomatization Approach to Quinolizidine Alkaloids: Five Step Total Synthesis of (±)-Lasubine II

A series of high-yielding silver(I)-catalyzed cyclization reactions of pyridine-, isoquinoline-, and pyrazine-ynones are described. The operationally simple and mild reaction conditions are a significant improvement over previously reported thermal cycliz

A synthesis of the quinolizidine alkaloids (±)-lasubine I and (±)-lasubine II

A total synthesis of (±)-lasubine I and (±)-lasubine II has been achieved in six steps from a β-hydroxyallylsilane synthon using intramolecular cyclization of allylsilane on N-acyliminium ion as a key step.

Stereoselective intramolecular nitrone cycloaddition in the synthesis of Lasubine II.

The intramolecular cycloaddition of α-substituted N-alkenylnitrones 2 leads to the 7-oxa-1-azanorbornanes 6,7, and 8 with a selectivity of ca. 80percent in favor of the exo,exo-disubstituted compound 6.The latter can be reduced to give the all-cis-2,6-disubstituted 4-hydroxypiperidines 4 which are key compounds for the synthesis of certain alkaloids as demonstrated by the synthesis of lasubine II.

Synthesis of (+/-)-Lasubine I and II and (+/-)-Subcosine I

The first total synthesis of lasubine I and II and subcosine I has been achieved.A crucial step of this synthesis involves thermal dipolar cycloaddition of 1-(3,4-dimethoxyphenyl)butadiene with 2,3,4,5-tetrahydropyridine 1-oxide, affording the E and

Synthesis of (+/-)-Lasubine I and (+/-)-Subcosine I

(+/-)-Lasubine I and (+/-)-subcosine I were synthesised by a route involving as a key step a 1,3-dipolar cycloaddition.

General Synthetic Approach to the Quinolizidine Alkaloids via a -Cycloaddition

Two naturally occurring arylquinolizidinols have been synthesized via a -cycloaddition.