79043-20-2

Upstream product

• 22231-61-4 2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine 
• 63909-38-6 1-(benzyloxy)-2-methoxy-4-[(E)-2-nitroethenyl]benzene 
• 54186-42-4 2-(3,5-bis(benzyloxy)-4-methoxyphenyl)acetic acid 
• 54186-41-3 2-(3,5-bis(benzyloxy)-4-methoxyphenyl)acetonitrile 
• 24093-82-1 3,5-bis(benzyloxy)-4-methoxybenzyl chloride 
• 27229-56-7 [3,5-bis(benzyloxy)-4-methoxyphenyl]methanol 
• 13326-69-7 methyl 3,5-bis(benzyloxy)-4-methoxybenzoate 
• 24093-81-0 methyl 3,5-dihydroxy-4-methoxybenzoate 
• 13089-97-9 methyl 3,5-diacetoxy-4-methoxy benzoate 
• 20189-90-6 3,4,5-triacetoxy-benzoic acid methyl ester 
• 99-24-1 methyl galloate 
• 554-52-9 3-Methoxytyramine 

Relevant academic research and scientific papers

Vanadium-Catalyzed Oxidative Intramolecular Coupling of Tethered Phenols: Formation of Phenol-Dienone Products

A mild and efficient method for the vanadium-catalyzed intramolecular coupling of tethered free phenols is described. The corresponding phenol-dienone products are prepared directly in good yields with low catalyst loadings. Electronically diverse tethered phenol precursors are well tolerated, and the catalytic method was effectively applied as the key step in syntheses of three natural products and a synthetically useful morphinan alkaloid precursor.

Biomimetic Approaches to Morphine Alkaloids. Total Synthesis of (+/-)-2-Hydroxycodeine and (+/-)-Noroxycodone

Oxidative coupling of a triphenolic hydroxynorreticuline substrate with VOCl3 affords the corresponding 2-hydroxynorsalutaridine derivative in good yield; the latter is readily converted to the title compounds via (+/-)-N-(ethoxycarbonyl)-2-hydroxynorthebaine.