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Upstream product

• 57543-36-9 5-bromo-2-hydroxy-4-methoxybenzaldehyde 
• 1153674-06-6 5-bromo-4-methoxy-2-methoxymethyloxybenzyl alcohol 
• 637-69-4 4-Methoxystyrene 
• 1153673-79-0 5-bromo-4-methoxy-2-methoxymethyloxybenzyl acetate 
• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 

Relevant academic research and scientific papers

Chemoselective acid-catalyzed [4 + 2]-cycloaddition reactions of: Ortho -quinone methides and styrenes/stilbenes/cinnamates

ortho-Quinone methides (o-QMs) generated from the corresponding benzyl acetate precursors chemoselectively underwent the formal [4 + 2]-cycloadditions with the olefin of styrene, stilbene, or cinnamate derivatives by using different transition metal salts or Br?nsted acids. Such selectivity was obtained when these olefins either separately acted as the dienophiles or were simultaneously present on the same dienophiles. Complete selectivity was also achieved between the stilbene olefin and acetylene to furnish the key chroman intermediate for the subsequent ring-closing metathesis (RCM), affording the corresponding tetracyclic 5H-dihydronaphtho[1,2-c]chromene. This journal is

Pt(IV)-catalyzed generation and [4+2]-cycloaddition reactions of o-quinone methides

Novel intermolecular and intramolecular generations of ortho-quinone methides and their formal [4+2]-cycloaddition reactions with olefins catalyzed by PtCl4 and AuCl3 under mild conditions have been developed. Good to excellent yields (up to 99%) and diastereoselectivity (up to >99:1) of the chromans were obtained. PtCl4 was found to be effective and compatible with various functional groups present in the substrates. A mechanism accounting for its catalytic cycle is proposed and discussed.