Enantioselective γ-Addition of Pyrazole and Imidazole Heterocycles to Allenoates Catalyzed by Chiral Phosphine.
Angew Chem Int Ed Engl
; 58(9): 2854-2858, 2019 02 25.
Article
em En
| MEDLINE
| ID: mdl-30644161
ABSTRACT
Chiral phosphines were found to catalyze the enantioselective asymmetric γ-addition of heteroaromatic compounds to allenoates in good yields with high enantiomeric ratios and regioselectivity in the presence of (S)-BINOL. Both pyrazole and imidazole could be employed in this process. The synthetic value of these γ-addition products was demonstrated by the preparation of biologically relevant molecules and structural scaffolds. Remarkably, the synthetic utility of this strategy was demonstrated through a two-step synthesis of a Janus kinase (JAK) inhibitor.
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1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Fosfinas
/
Pirazóis
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Alcadienos
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Compostos Heterocíclicos
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Imidazóis
Idioma:
En
Ano de publicação:
2019
Tipo de documento:
Article