Conformationally constrained serotonin analogues: Stereoselective synthesis of trans-3-(2-aminocycloalkyl)indoles by aziridine ring opening

Article abstract of DOI:10.1016/0040-4039(95)02242-2

Trans-3-(2-aminocyclopentyl)indoles 9a,c and trans-3-(2-aminocyclohexyl)indoles 9b,d have been stereoselectively prepared by nucleophilic ring opening reaction of N-Boc cycloalkylaziridines 6a,b and the 'lower order' magnesium cuprate II, generated from the corresponding indolilmagensium bromides derived from 7a,b.