98719-13-2

Upstream product

• 186581-53-3 diazomethane 
• 108-31-6 maleic anhydride 
• 67-56-1 methanol 
• 98678-36-5 trans-1-acethoxy-3-phenyl-1,3-dihydrobenzothiophene 2,2-dioxide 
• 624-48-6 dimethyl cis-but-2-ene-1,4-dioate 
• 1586-00-1 2-(benzyl)benzyl alcohol 
• 95539-05-2 1-hydroxy-4 phenyl-1,3-dihydrobenzothiophene-2,2-dioxide 
• 104703-76-6 Acetic acid (3aR,4R,9R,9aR)-1,3-dioxo-9-phenyl-1,3,3a,4,9,9a-hexahydro-naphtho[2,3-c]furan-4-yl ester 
• 98678-35-4 cis-1-acethoxy-3-phenyl-1,3-dihydrobenzothiophene 2,2-dioxide 
• 32832-95-4 2-benzylbenzaldehyde 
• 624-49-7 dimethylfumarate 
• 104703-81-3 trans-1-acetoxy-2-phenylbenzocyclobutene 

Downstream Products

• 98678-45-6 trans 2,3-bis(methoxycarbonyl)-1-phenyl-1,2-dihydronaphthalene 
• 65756-85-6 cis-2,3-bis(methoxycarbonyl)-1-phenyl-1,2-dihydronaphthalene 

Relevant academic research and scientific papers

E,E- and E,Z-α-phenyl-α'-acetoxyorthoquinodimethane: steric and electronic control of cycloaddition reactions

E,E- and E,Z-α-phenyl-α'-acetoxyorthoquinodimethanes have been prepared from the corresponding cis- and trans-1-acetoxy-3-phenyl-1,3-dihydrobenzothiophene-2,2-dioxides.The regio- and diastereoselectivity of the addition reactions with dimethyl fumarate, dimethyl maleate, maleic anhydride, and methyl crotonate have been determined.Ab initio calculations have been carried out on orthoquinodimethane and its α-phenyl and α-oxy derivatives.A correlation has been made between the steric and electronic properties of the orthoquinodimethanes and the regio- and diastereoselectivity of their Diels-Alder reactions.

Stereoselectivity in the Diels-Alder Reaction of Phenyl- and Oxy-Substituted o-Quinodimethanes

Phenyl-, methoxy-, and acetoxy-substituted o-quinodimethanes (o-QDM) have been added to dimethyl fumarate and maleate to determine the stereoselectivity of the addition reaction.The o-QDM's were generated from the corresponding 1,3-dihydrobenzothiophen