ausblenden:
Schlagwörter:
2H-pyrroles; 3H-pyrroles; Brønsted acid catalysis; Hedgehog signaling inhibitors; [1,5]-alkyl shifts
Zusammenfassung:
A divergent approach to enantioenriched 2H- and 3H-pyrroles catalyzed by a spirocyclic phosphoric acid is reported that makes use of a Fischer-type indolization and a [1,5]-alkyl shift. Catalyzed by the chiral phosphoric acid STRIP, good to excellent yields and enantioselectivities could be obtained. Remarkably, biological evaluation reveals one of these novel 2H-pyrroles to be a potent but nontoxic inhibitor of the Hedgehog signaling pathway by binding to the Smoothened protein.
