610768-46-2Relevant academic research and scientific papers
Intramolecular Diels-Alder reactions of 4-vinylimidazoles
He, Yong,Chen, Yingzhong,Wu, Haiyan,Lovely, Carl J.
, p. 3623 - 3626 (2003)
(Matrix Presented) The synthesis of a variety of unsaturated ethers, esters, and amides derived from urocanic acid and their Diels-Alder reactions are reported. Propargylic ethers and esters cyclize with reasonable efficiencies, but the related mono- and
Intramolecular Diels-Alder chemistry of 4-vinylimidazoles
He, Yong,Krishnamoorthy, Pasupathy,Lima, Heather M.,Chen, Yingzhong,Wu, Haiyan,Sivappa, Rasapalli,Dias, H. V. Rasika,Lovely, Carl J.
, p. 2685 - 2701 (2011/05/08)
An investigation of 4-vinylimidazoles as diene components in the intramolecular Diels-Alder reaction is described. In the course of these studies several parameters affecting the cycloaddition were evaluated including the nature of the imidazole protecting group, the type of dienophile and the linking group. These investigations established that amino linkers were generally more effective than either ethers or esters. In most cases, the cycloadditions were highly stereoselective, resulting in the formation of products derived from an anti transition state. The polysubstituted tetrahydrobenzimidazole core of the pyrrole-imidazole alkaloid ageliferin can be constructed through the use of pseudo dimeric 4-vinylimidazoles.
