96194-86-4

Upstream product

• 52807-49-5 (1S,2R,3R,4R)-3-Phenyl-bicyclo[2.2.2]oct-5-ene-2-carbaldehyde 
• 873-66-5 1-propenylbenzene 
• 1165952-91-9 cyclohexa-1,3-diene 
• 52807-49-5 3-phenylbicyclo[2.2.2]oct-5-ene-2-carbaldehyde 
• 120230-93-5 Toluene-4-sulfonic acid (1R,2S,3R,4S)-3-phenyl-bicyclo[2.2.2]oct-5-en-2-ylmethyl ester 

Downstream Products

• 42166-78-9 trans-2-methyl-3-phenylbicyclo<2.2.2>octane 

Relevant academic research and scientific papers

The Triplex Diels-Alder Reaction: Stereospecific Addition of Methylstyrenes to 1,3-Cyclohexadiene

Irradiation of a benzene or p-dioxane solution containing a cyano-substituted arene (tetracyanoanthracene or dicyanonaphthalene, which absorbs the light), 1,3-cyclohexadiene, and cis- or trans-β-methylstyrene gives predominantly endo-6-methyl-5-phenylbicyclooct-2-enes with retention of styrene configuration in both cases.These reactions occur in useful yield and offer a unique, convenient route for the cycloaddition of an electron-rich diene to an electron-rich dienophile.The mechanism of these reactions was examined and shown to be consistent with the triplex Diels-Alder hypothesis.

The Triplex Diels-Alder Reaction of 1,3-Dienes with Enol, Alkene, and Acetylenic Dienophiles: Scope and Utility

The cycloaddition of an electron-rich diene to an electron-rich dienophile may be catalyzed by irradiation of a cyanoarene.This reaction is shown to proceed through an intermediate ternary excited state complex (triplex) and is therefore called th