97204-13-2

Upstream product

• 71-43-2 benzene 
• 959-28-4 1,4-diphenylbut-2-ene-1,4-dione 
• 16726-82-2 2-(4-nitrobenzyl)isoquinolinium bromide 
• 959-27-3 (Z)-1,4-diphenylbut-2-ene-1,4-dione 
• 97204-09-6 ((1R,2R,3R,10bR)-2,3-Dibenzoyl-1,2,3,10b-tetrahydro-pyrrolo[2,1-a]isoquinolin-1-yl)-phenyl-methanone 
• 25131-60-6 2-phenacylisoquinolinium bromide 

Relevant academic research and scientific papers

Stereochemical Study on 1,3-Dipolar Cycloaddition Reactions of Heteroaromatic N-Ylides with Symmetrically Substituted cis and trans Olefins

Stereochemistry of the cycloadditions of twenty-four heteroaromatic N-ylides with several symmetrically substituted cis and trans olefins has been investigated.Cyclic and acyclic cis olefins cycloadd to the anti form of the ylides in a highly endo-selective manner giving almost quantitative yields of stereospecific endo 3+2 cycloadducts.N-Ylides stabilized with a substituent of carbonyl type react with trans olefins to form mostly two stereoisomeric 3+2 cycloadducts to the anti form of the ylides.In most cases, they undergo the stereospecific interconversion through a retro cycloaddition process, the isomer ratios and the easiness of transfromation depending upon the nature and size of substituents on the five-membered ring which has been built up in the cycloaddition step.On the other hand, N-ylides stabilized with a substituent of noncarbonyl type react with trans olefins to give stereospecific and stereoselective 3+2 cycloadducts as single isomers which are assigned as the cycloadducts to the syn form of the ylides.

STEREOCHEMICAL FEATURES OF CYCLOADDITION OF HETEROAROMATIC N-YLIDES. SELECTIVE PARTICIPATION OF THE ANTI AND SYN YLIDES

In the cycloaddition of heteroaromatic N-ylides to symmetrically substituted trans olefins, the anti ylide exclusively participates if the ylide is carbonyl-stabilized, while the syn ylide does if it has a substituent of non-carbonyl type.The cycloadducts