35320-04-8

Upstream product

• 63909-29-5 3-benzyloxy-4-methoxy-β-nitrostyrene 
• 6346-05-0 3-benzyloxy-4-methoxybenzaldehyde 
• 29973-92-0 2-(benzyloxy)-1-methoxy-4-(1-methoxy-2-nitroethyl) Benzene 
• 63909-29-5 (E)-2-(benzyloxy)-1-methoxy-4-(2-nitrovinyl)benzene 
• 29973-91-9 4-benzyloxy-3-methoxyphenylacetic acid 
• 29973-93-1 2-(3-(benzyloxy)-4-methoxyphenyl)-2-methoxyethan-1-amine 

Downstream Products

• 29973-94-2 6-(benzyloxy)-1-(4-(benzyloxy)-3-methoxybenzyl)-7-methoxyIsoquinoline 
• 656836-79-2 14-(4-hydroxy-3-methoxyphenyl)-3,11-dihydroxy-2,12-dimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 
• 190278-32-1 3,10-Bis-benzyloxy-13-(4-benzyloxy-3-methoxy-phenyl)-2,11-dimethoxy-5-oxa-6b-aza-dibenzo[a,i]fluoren-6-one 
• 190278-39-8 6-benzyloxy-1-[1-(3-benzyloxy-4-methoxyphenyl)-2-(4-benzyloxy-5-methoxy-2-methoxymethoxyphenyl)-2-oxoethyl]-7-methoxyisoquinoline 
• 97614-65-8 lamellarin D 
• 115982-22-4 14-(3,4-dihydroxyphenyl)-2,3,11,12-tetrahydroxy-6H-chromeno[4′,3′:4,5]pyrrolo[2,1-a]isoquinolin-6-one 

Relevant academic research and scientific papers

Construction of Pentacyclic Lamellarin Skeleton via Grob Reaction: Application to Total Synthesis of Lamellarins H and D

An efficient construction of phenyl-substituted coumarin-pyrrole-isoquinoline-fused pentacycle via base-promoted Grob-type coupling of 3-nitrocoumarin and papaverine in a sealed tube is reported. This reaction is further applied to the total synthesis of lamellarin H in three linear steps and lamellarin D in eight linear steps with overall yields of 31% and 14%, respectively.

Total syntheses of lamellarin D and H. The first synthesis of lamellarin-class marine alkaloids

Total syntheses of marine polyaromatic alkaloids, lamellarin D (1) and H (2), are described. The pentacyclic lamellarin ring system was constructed by N-ylide mediated pyrrole ring formation and subsequent lactonization of 4 obtained by an assembly of known benzylisoquinoline 5, benzoate 6 and ethyl bromoacetate.