Catalytic enantioselective synthesis of atropisomeric biaryls: a cation-directed nucleophilic aromatic substitution reaction.
Angew Chem Int Ed Engl
; 53(47): 12822-6, 2014 Nov 17.
Article
em En
| MEDLINE
| ID: mdl-25257677
ABSTRACT
A catalytic enantioselective nucleophilic aromatic substitution reaction which yields axially chiral biaryl derivatives in excellent yields with e.r.â
values of up to 973 has been developed. This process uses a chiral counterion to direct the addition of thiophenolate to a prochiral dichloropyrimidine by a tandem desymmetrization/kinetic resolution mechanism. The products can be derivatized to a range of atropisomeric structures without any reduction in enantioenrichment, thus offering access to unexplored chiral biaryl architectures.
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Base de dados:
MEDLINE
Assunto principal:
Compostos de Bifenilo
Idioma:
En
Ano de publicação:
2014
Tipo de documento:
Article