Synthesis of the side chain of a novel carbapenem via iodine-mediated oxidative cyclization of (1R)-N-(1-aryl-3-butenyl)acetamide.
Chem Pharm Bull (Tokyo)
; 50(3): 423-5, 2002 Mar.
Article
em En
| MEDLINE
| ID: mdl-11911213
ABSTRACT
A (2R,4S)-trans-disubstituted pyrrolidine ring system was constructed by employing iodine-mediated oxidative cyclization of (1R)-N-[1-(4-bromophenyl)-3-butenyl]acetamide 3 as a key step. The resulting diastereomeric mixture of (2R)-2-aryl-4-acetoxypyrrolidine 4 was stereoselectively converted to the side-chain of a novel ultrabroad-spectrum carbapenem 1, via (2R,4R)-2-aryl-4-hydroxypyrrolidine 7.
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Base de dados:
MEDLINE
Assunto principal:
Carbapenêmicos
/
Iodo
/
Acetamidas
Idioma:
En
Ano de publicação:
2002
Tipo de documento:
Article