An Asymmetric Organocatalysis Approach to the Prenylated Alkaloid Family

Matt Rees, Nigel Simpkins, Louise Male

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)
274 Downloads (Pure)

Abstract

Michael addition of a proline-derived triketopiperazine (TKP) to β-substituted enones and acrylamides, mediated by a cinchona alkaloid catalyst, delivers products possessing a bicyclo[2.2.2]diazaoctane structure in high yield and enantiomeric ratio (er). Further modification of the amide products toward polycyclic scaffolds resembling members of the prenylated alkaloid
family is also demonstrated.
Original languageEnglish
Pages (from-to)1338-1341
Number of pages4
JournalOrganic Letters
Early online date23 Feb 2017
DOIs
Publication statusE-pub ahead of print - 23 Feb 2017

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