engleski

Chiral phosphoric acid-catalyzed Friedel–Crafts reaction of 2,5-disubstituted and 2- monosubstituted pyrroles with isoindolinone- derived ketimines

The enantioselective reaction between 2, 5- disubstituted pyrroles and diaryl-ketimines, generated in situ from isoindolinone-derived alcohols, is described. Pyrrole derivatives possessing a congested tetrasubstituted stereogenic center at the β-(C3) position are generally obtained in high yields and enantioselectivities. The transformation can be extended to 2-monosubstituted pyrroles, generating chiral α-(C5) functionalized pyrrole products. Control experiments were conducted in order to elucidate the origin of the low enantioselectivities observed in some of the products.

Friedel–Crafts reaction

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