Reinvestigation of a Catalytic, Enantioselective Alkene Dibromination and Chlorohydroxylation.
Org Lett
; 17(23): 5728-31, 2015 Dec 04.
Article
en En
| MEDLINE
| ID: mdl-26566099
ABSTRACT
Attempts to reproduce eight, putative, enantioselective dibromination and chlorohydroxylation reactions from oft-cited literature studies are described. The reactions were performed with full fidelity to the original report wherever possible. Analysis of the enantiomeric composition was performed by chiral stationary phase HPLC or SFC (CSP-HPLC or CSP-SFC), as opposed to the original report, which used chiral shift reagent NMR spectroscopy. After careful study, the reported levels of enantioselectivity were found to be incorrect. Possible explanations for the false positive results are discussed.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Alquenos
/
Hidrocarburos Bromados
/
Hidrocarburos Clorados
Idioma:
En
Revista:
Org Lett
Asunto de la revista:
BIOQUIMICA
Año:
2015
Tipo del documento:
Article
País de afiliación:
Estados Unidos