91029-50-4

Upstream product

• 579-75-9 2-Methoxybenzoic acid 
• 74-88-4 methyl iodide 
• 5162-44-7 1-bromo-4-butene 
• 606-45-1 2-methoxybenzoic acid methyl ester 

Downstream Products

• 119711-75-0 4-(3'-butenyl)-4-carbomethoxy-3-methoxy-2,5-cyclohexadien-1-one 
• 97253-95-7 6-bromo-2-(3-butenyl)-2-(methoxycarbonyl)-3-cyclohexen-1-one dimethyl ketal 

Relevant academic research and scientific papers

2,4-Cyclohexadien-1-ones in Organic Synthesis. Intramolecular Diels-Alder Reactivity and the Oxa-di-?-methane Photorearrangement of Diels-Alder Adducts

The preparation and intramolecular Diels-Alder reactions of a series of 6-alkenyl-6-(methoxycarbonyl)2,4-cyclohexadien-1-ones are described.The resulting tricyclic β,γ-enones undergo the oxa-di-?-methane rearrangement to give substrates of potential use in the construction of polyquinane natural products.This methodology provides a means for construction of tetracyclic rings of type A by C-alkylation of the synthetic equivalence of enolate B.

A FACILE PD(II)-MEDIATED SYNTHESIS OF BICYCLONONADIENONES

Birch alkylation products derived from 2-methoxybenzoic acids and unsaturated halides undergo facile cyclization in presence of Pd(OCOCF3)2 to yield derivatives of the bicyclononadien-9-one system.