82939-66-0

Upstream product

• 58310-18-2 1,4-dihydro-2,6-dimethoxybenzoic acid 
• 74-88-4 methyl iodide 
• 1466-76-8 2-6-dimethoxybenzoic acid 
• 2065-27-2 methyl 2,6-dimethoxybenzoate 

Downstream Products

• 108161-77-9 methyl 2,6-dimethoxy-1-(3'-oxopentyl)-2,5-cyclohexadiene-1-carboxylate 
• 82478-17-9 methyl 2,6-dimethoxy-1-methylcyclohexa-2,5-diene-1-carboxylate 
• 80900-51-2 2-<(methoxymethoxy)methyl>-2-(3-oxopentyl)cyclohexane-1,3-dione 
• 82939-68-2 3-(but-1-en-4-yl)-3-hydroxymethyl-2,4-dimethoxycyclohexa-1,4-diene 
• 82939-79-5 2-(2-ethylbut-1-en-4-yl)-2-methoxymethylcyclohexane-1,3-dione 
• 82939-70-6 3-(2-ethylbut-1-en-4-yl)-3-hydroxymethyl-2,4-dimethoxycyclohexa-1,4-diene 
• 82939-83-1 2-methoxymethyl-2-(3-oxopentyl)cyclohexane-1,3-dione 
• 82939-75-1 3-(2-ethylbut-1-en-4-yl)-2,4-dimethoxy-3-methoxymethylcyclohexa-1,4-diene 
• 82939-76-2 2-(but-1-en-4-yl)-2-<<(2-methoxyethoxy)methoxy>methyl>cyclohexane-1,3-dione 
• 82939-77-3 2-(2-ethylbut-1-en-4-yl)-2-<<(2-methoxyethoxy)methoxy>methyl>cyclohexane-1,3-dione 
• 82939-72-8 6-But-3-enyl-1,5-dimethoxy-6-(2-methoxy-ethoxymethoxymethyl)-cyclohexa-1,4-diene 
• 82939-80-8 2-<<(2-methoxyethoxy)methoxy>methyl>-2-(3-oxobutyl)cyclohexane-1,3-dione 
• 82939-81-9 2-<<(2-methoxyethoxy)methoxy>methyl>-2-(3-oxopentyl)cyclohexane-1,3-dione 
• 82939-73-9 1,5-Dimethoxy-6-(2-methoxy-ethoxymethoxymethyl)-6-(3-methylene-pentyl)-cyclohexa-1,4-diene 

Relevant academic research and scientific papers

Synthesis of Wieland-Miescher Ketone Analogues bearing an Angular Protected Hydroxymethyl Group

Wieland-Miescher ketone analogues (1) and (2), bearing an angular protected hydroxymethyl group, have been prepared by alkylation of the lithiated methyl 2,6-dimethoxycyclohexa-2,5-diene-1-carboxylate.

IMPROVED METHODS FOR THE REDUCTIVE ALKYLATION OF METHOXYBENZOIC ACIDS AND ESTERS: APPLICATION TO THE SYNTHESIS OF BICYCLIC KETONES

A series of methoxybenzoic acids and esters was reduced by metal-ammonia solutions and the resulting 1,4-dihydro products were either alkylated subsequently.Three different types of alkyl iodies were employed to introduce the elements of a butanone or pentanone side-chain as a prelude to adding a fused six-membered ring, thereby completing the preparation of several analogues of the Wieland-Miescher ketone 4a in which the angular substituent was oxygenated.

Synthesis and Absolute Stereochemistry of Optically Active Wieland-Miescher Ketone Analogues bearing an Angular Protected Hydroxymethyl Group

Four optically active Wieland-Miescher ketone analogues, bearing an angular protected hydroxymethyl group, have been synthesised through eight steps starting from 2,6-dimethoxybenzoic acid in good chemical and optical yields, and the absolute stereochemis