Asymmetric Michael addition of nitrobenzyl pyridines to enals via iminium catalysis

Synlett

Volumn , Issue 4, 2011, Pages 489-494

  Vera, Silvia ^a   Liu, Yankai ^a   Marigo, Mauro ^b   Escudero Adán, Eduardo C ^a   Melchiorre, Paolo ^a,c  

^a INSTITUTE OF CHEMICAL RESEARCH OF CATALONIA ICIQ   (Spain)

^b H LUNDBECK A S   (Denmark)

^c INSTITUCIÓ CATALANA DE RECERCA I ESTUDIS AVANÇATS ICREA   (Spain)

Author keywords

asymmetric catalysis; Michael addition; organocatalysis; pyridine; secondary amine

Indexed keywords

ALDEHYDE DERIVATIVE; AROMATIC NITRO COMPOUND; BENZAZEPINE DERIVATIVE; CARBENE; CHEMICAL COMPOUND; DIARYL COMPOUND; NITROBENZYLPYRIDINE DERIVATIVE; NUCLEOPHILE; PYRIDINE DERIVATIVE; TETRAHYDRO 1 BENZAZEPINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; ASYMMETRIC CATALYSIS; CATALYST; CHEMICAL INTERACTION; CHEMICAL MODIFICATION; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; ELECTRON; IMINIUM CATALYSIS; MICHAEL ADDITION; STEREOCHEMISTRY; SYNTHESIS;

EID: 79951850684     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0030-1259518     Document Type: Article

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31. Benzazepines are the core structure of numerous biologically active compounds. More specifically, the tetrahydro-1-benzazepine scaffold can be found in a series of approved drugs such as Tolvaptan, Benazepril, Mozavaptan and Zilpaterol among others.
32. 2-MeOH, 95:5). See Supporting Information for full experimental details and product characterisation.