Highly regioselective synthesis of 2,3,4-trisubstituted 1H-pyrroles: a formal total synthesis of lukianol A.
J Org Chem
; 65(12): 3587-95, 2000 Jun 16.
Article
em En
| MEDLINE
| ID: mdl-10864740
ABSTRACT
A combined use of alpha-lithiation and nucleophilic substitutions of N,N-dimethyl 3,4-bis(trimethylsilyl)-1H-pyrrole-1-sulfonamide 8c led to several 2-substituted 3, 4-bis(trimethylsilyl)-1H-pyrrole-1-sulfonamides. Utilizing the beta-effect of a trimethylsilyl group, a highly regioselective synthesis of 2,3,4-trisubstituted 1H-pyrroles 23 and 34 was accomplished. The marine natural product lukianol A (3) was prepared utilizing this strategy.
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Bases de dados:
MEDLINE
Assunto principal:
Pirazóis
/
Pirróis
/
Antineoplásicos
Idioma:
En
Revista:
J Org Chem
Ano de publicação:
2000
Tipo de documento:
Article
País de afiliação:
China