Exploiting Sm(ii) and Sm(iii) in SmI2-initiated reaction cascades: application in a tag removal–cyclisation approach to spirooxindole scaffolds

Susannah Coote, Seidjolo Quenum, David Procter

Research output: Contribution to journalArticlepeer-review

32 Citations (SciVal)

Abstract

A tag removal–cyclisation sequence is described that is initiated by reduction using a Sm(II) species and completed by a Sm(III) Lewis acid that is formed in an earlier stage. Therefore, the reaction cascade utilises both oxidation states of a samarium reagent in discrete steps and allows access to privileged, pyrrolidinyl-spirooxindole scaffolds and analogues inspired by the anti-cancer natural product spirotryprostatin A.
Original languageEnglish
Pages (from-to)5104-5108
Number of pages5
JournalOrganic and Biomolecular Chemistry
Volume9
Publication statusPublished - 5 May 2011

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