Diastereoselective one-pot Knoevenagel condensation/Corey-Chaykovsky cyclopropanation.
J Org Chem
; 78(2): 780-5, 2013 Jan 18.
Article
em En
| MEDLINE
| ID: mdl-23252964
ABSTRACT
Efforts to substitute the cyclopropane ring in a series of aryl cyclopropylnitriles led to the discovery of an operationally simple one-pot method for Knoevenagel condensation and subsequent Corey-Chaykovsky cyclopropanation giving diastereomerically pure products as a racemic mixture of enantiomers. Method development and results for variably substituted aryl acetonitriles and aldehydes in the reaction are reported. A concise synthesis of (±)-bicifadine in two steps is provided to demonstrate the utility of the method.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Ciclopropanos
/
Aldeídos
/
Nitrilas
Idioma:
En
Ano de publicação:
2013
Tipo de documento:
Article