Organocatalytic, enantioselective, intramolecular oxa-Michael reaction of alkoxyboronate: a new strategy for enantioenriched 1-substituted 1,3-dihydroisobenzofurans.
Org Lett
; 16(21): 5580-3, 2014 Nov 07.
Article
em En
| MEDLINE
| ID: mdl-25337660
ABSTRACT
An unprecedented strategy for the synthesis of enantioenriched 1-substituted 1,3-dihydroisobenzofurans via an enantioselective oxa-Michael reaction of o-alkoxyboronate containing chalcone (II) has been accomplished employing cinchona alkaloid based squaramide bifunctional organocatalyst in the presence of proton source. The corresponding alkoxyboronate intermediates have been readily prepared in situ from o-formyl chalcones using neutral borane as hydride source and a tertiary amine moiety which is a counterpart of the catalyst.
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Base de dados:
MEDLINE
Assunto principal:
Benzofuranos
/
Boranos
/
Ácidos Borônicos
/
Chalconas
/
Aminas
Idioma:
En
Ano de publicação:
2014
Tipo de documento:
Article