214283-04-2

Upstream product

• 214283-02-0 ethyl (E,4S)-4-[(2,3-dimethoxy-4-methyl)phenyl]pent-2-enoate 
• 406672-91-1 ethyl (R)-4-(2,3-dimethoxy-4-methylphenyl)pentanoate 
• 406672-87-5 ethyl (E,S)-4-benzoyloxypent-2-enoate 
• 214282-99-2 1-iodo-2,3-dimethoxy-4-methylbenzene 
• 132341-85-6 (+)-(2E)-(4S)-ethyl 4-hydroxy-2-pentenoate 
• 4463-33-6 1,2-dimethoxy-3-methylbenzene 
• 406672-92-2 (R)-4-(2,3-dimethoxy-4-methylphenyl)pentanal 
• 1066-54-2 trimethylsilylacetylene 
• 61210-52-4 (trimethylsilyl)ethynylmagnesium bromide 
• 214283-03-1 (S)-4-(2,3-dimethoxy-4-methylphenyl)pentanal 

Downstream Products

• 214283-09-7 (1S,4S)-1-((R)-3-Benzenesulfonyl-1,5-dimethyl-hex-4-enyl)-5,6-dimethoxy-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalene 
• 214283-08-6 Toluene-4-sulfonic acid (S)-2-((1S,4S)-5,6-dimethoxy-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propyl ester 

Relevant academic research and scientific papers

Enantiospecific syntheses of pseudopterosin aglycones - Part 1. Synthesis of the putative aglycone of pseudopterosin G-J via an A→AB→ABC annulation strategy

The putative aglycone of pseudopterosin G-J and its enantiomer were synthesised enantiospecifically from 2,3-dimethoxytoluene and η3-allyl cationic complexes of molybdenum and iron respectively. The A→AB→ABC annulation strategy entailed the use of allyl cations or their equivalents for the creation of the three benzylic stereogenic centres. The X-ray structure of tetrahydronaphthalene (-)-41a was determined.

Synthetic approaches to pseudopterosin G aglycone dimethyl ether

Three successive reactions of a dimethoxy arene with allylic cation equivalents were used to convert 2,3-dimethoxy-4-methyl-1-iodobenzene to the hexahydro-1H-phenalene system of the potent marine antiinflammatory pseudopterosins G-J.