Highly enantioselective access to diketopiperazines via cinchona alkaloid catalyzed Michael additions

Alejandro Cabanillas, Christopher D. Davies, Louise Male, Nigel S. Simpkins

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)
255 Downloads (Pure)

Abstract

Michael addition reactions of triketopiperazine (TKP) derivatives to enones, mediated by a cinchona alkaloid-derived catalyst, deliver products in high yield and enantiomeric ratio (er). Use of unsaturated ester, nitrile or sulfone partners gives bridged hydroxy-diketopiperazine (DKP) products resulting from a novel Michael addition–ring closure.
Original languageEnglish
JournalChemical Science
Early online date28 Nov 2014
DOIs
Publication statusPublished - 2014

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