γ-Lactams and furan bispyrrolidines via iodine mediated cyclisation of homoallylamines

Mariwan A. Hama Salih, Louise Male, Neil Spencer, John S. Fossey*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)
127 Downloads (Pure)

Abstract

1,3,5-Substituted pyrrolidin-2-ones were synthesised via an iodine mediated cyclisation of 3-methyl substituted homoallylamines in good to excellent yield, as mixtures of diastereoisomers. These were separable and their identity confirmed by techniques including single crystal X-ray diffraction. When 3-phenyl substituted homoallylamines were cyclised intriguing fused tricyclic motifs were obtained as C2-symmetric racemates, whose structures were also confirmed by techniques including single crystal X-ray diffraction analysis.
Original languageEnglish
Pages (from-to)1445-1449
Number of pages5
JournalOrganic Chemistry Frontiers
Volume2
Issue number11
Early online date27 Aug 2015
DOIs
Publication statusPublished - 1 Nov 2015

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