Journal
CHEMICAL COMMUNICATIONS
Volume -, Issue 22, Pages 2724-2725Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b207755h
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Trifluoromethanesulfonic (triflic) acid is an excellent catalyst for inducing overall 5-endo cyclisation of homoallylic sulfonamides [e.g. 4] to give pyrrolidines [e.g. 5]. In competitive experiments, pyrrolidines or homopiperidines are formed in preference to piperidines, even when the latter would be obtained by trapping a tertiary carbocation. Cationic cascades terminated by a sulfonamide group are viable for the efficient formation of polycyclic systems.
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