Enantioselective total synthesis of (-)-Salinosporamide A (NPI-0052).
Org Lett
; 9(12): 2289-92, 2007 Jun 07.
Article
en En
| MEDLINE
| ID: mdl-17497868
ABSTRACT
A novel enantioselective total synthesis of 20S proteasome inhibitor Salinosporamide A (NPI-0052; 1) is presented. Key features include intramolecular aldol cyclization of 6 to simultaneously generate the three chiral centers of advanced intermediate 5, cyclohexene ring addition using B-2-cyclohexen-1-yl-9-BBN, and inversion of the C-5 stereocenter by oxidation followed by enantioselective enzymatic reduction.
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Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Pirroles
/
Lactonas
Idioma:
En
Revista:
Org Lett
Asunto de la revista:
BIOQUIMICA
Año:
2007
Tipo del documento:
Article
País de afiliación:
Estados Unidos