69773-71-3Relevant academic research and scientific papers
Regioselective synthesis of tetrasubstituted pyrroles by 1,3-dipolar cycloaddition and spontaneous decarboxylation
Kim, Yongju,Kim, Jonghoon,Park, Seung Bum
supporting information; experimental part, p. 17 - 20 (2009/08/07)
We developed a novel regioselective synthesis of tetrasubstituted pyrroles via the classic 1,3-dipolar cycloaddition of α,β-unsaturated benzofuran-3(2H)-one and azlactones (1) followed by spontaneous decarboxylation. The complete regiochemical control of tetrasubstituted pyrroles was confirmed by the orthogonal synthesis of complementary regioisomers (7a and 7b) simply by using different azlactones (1a and 1b, respectively).
Au(I)-catalyzed enantioselective 1,3-dipolar cycloadditions of muenchnones with electron-deficient alkenes
Melhado, Asa D.,Luparia, Marco,Toste, F. Dean
, p. 12638 - 12639 (2008/03/14)
The first catalytic enantioselective 1,3-dipolar cycloaddition of muenchnone dipoles with electron-deficent alkenes is described. The reaction is catalyzed by chiral bis(phosphine)gold(I) benzoate complexes and provides Δ1-pyrrolines with excellent regio-, diastereo-, and enantioselectivity. The reaction is proposed to proceed througha 1,3-dipole generated by deprotonation of a gold(I)-activated azlactone. Copyright
Diastereochemical diversity of imidazoline scaffolds via substrate controlled TMSCI mediated cycloaddition of azlactones
Sharma, Vasudha,Tepe, Jetze J.
, p. 5091 - 5094 (2007/10/03)
(Chemical Equation Presented) We report herein a trimethylsilyl chloride mediated substrate controlled 1,3-dipolar cycloaddition for the diastereoselective synthesis of either syn- or anti-imidazolines. This method provides scaffolds with four points of diversity and control over two stereocenters.
