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Highly enantioselective access to diketopiperazines via cinchona alkaloid catalyzed Michael additions.
Cabanillas, Alejandro; Davies, Christopher D; Male, Louise; Simpkins, Nigel S.
Afiliación
  • Cabanillas A; School of Chemistry , University of Birmingham , Edgbaston , Birmingham , B15 2TT UK.
  • Davies CD; AstraZeneca , Innovative Medicines , Alderley Park , SK10 4TG UK.
  • Male L; School of Chemistry , University of Birmingham , Edgbaston , Birmingham , B15 2TT UK.
  • Simpkins NS; School of Chemistry , University of Birmingham , Edgbaston , Birmingham , B15 2TT UK.
Chem Sci ; 6(2): 1350-1354, 2015 Feb 01.
Article en En | MEDLINE | ID: mdl-29560222
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.

Texto completo: 1 Base de datos: MEDLINE Idioma: En Revista: Chem Sci Año: 2015 Tipo del documento: Article

Texto completo: 1 Base de datos: MEDLINE Idioma: En Revista: Chem Sci Año: 2015 Tipo del documento: Article