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

Research output: Contribution to journalJournal articlepeer-review

<mark>Journal publication date</mark>2011
<mark>Journal</mark>Organic and Biomolecular Chemistry
Issue number14
Number of pages5
Pages (from-to)5104-5108
Publication StatusPublished
<mark>Original language</mark>English


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.