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Upstream product

• 121-33-5 vanillin 
• 2103-57-3 2,3,4-trimethoxybenzaldehyde 
• 1034028-91-5 (Z)-ethyl 2,4-bis(benzyloxy)-5-methoxy-α-nitrocinnamate 
• 118474-94-5 (E)-1-nitro-2-(2',3',4'-trimethoxyphenyl)ethene 
• 3937-16-4 2-(2,3,4-trimethoxyphenyl)ethylamine 
• 919082-25-0 1-(4-benzyloxy-3-methoxy-benzyl)-5,6,7-trimethoxy-3,4-dihydro-isoquinoline 
• 919082-32-9 ethyl 1-(4-benzyloxy-3-methoxyphenyl)-2-(2,4-dibenzyloxy-5-methoxyphenyl)-7,8,9-trimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-3-carboxylate 

Downstream Products

• 97614-68-1 14-(4-acetoxy-3-methoxyphenyl)-3-acetoxy-2,10,11,12-tetramethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 
• 97614-67-0 14-(4-acetoxy-3-methoxyphenyl)-3-acetoxy-2,10,11,12-tetramethoxy-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 
• 97614-63-6 14-(4-hydroxy-3-methoxyphenyl)-3-hydroxy-2,10,11,12-tetramethoxy-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 

Relevant academic research and scientific papers

Total synthesis of natural and unnatural lamellarins with saturated and unsaturated D-rings

(Chemical Equation Presented) Twenty-eight natural and unnatural lamellarins with either a saturated or an unsaturated D-ring were synthesized according to our developed synthetic route. The key step involved the Michael addition/ring closure (Mi-RC) of the benzyldihydroisoquinoline and α-nitrocinnamate derivatives, which provided the 2-carboethoxypyrrole intermediates in moderate to good yields (up to 78% yield). Subsequent hydrogenolysis/lactonization furnished lamellarins with a saturated D-ring in excellent yields (up to 93% yield). DDQ oxidation of the saturated lamellarin acetates led directly to the corresponding unsaturated analogues in 54-95% yield. In addition, only two steps in our developed strategy require column chromatography.