A practical enantioselective total synthesis of the bengamides B, E, and Z.
Org Lett
; 4(12): 2109-12, 2002 Jun 13.
Article
em En
| MEDLINE
| ID: mdl-12049530
ABSTRACT
[reaction see text] A practical total synthesis of Bengamides B, E, and Z from a common polyol intermediate is described. Consecutive aldol condensations afford a protected polyol thioester side chain suitable for coupling to the Bengamides. A novel chiral phase transfer catalyzed enantioselective alkylation affords the more highly functionalized amino caprolactams required for Bengamides B and Z. Use of the 2-naphthylmethyl ether protecting group, compatible with the boron Lewis acids required for enantioselective aldol condensation, allows direct access to Bengamide B.
Buscar no Google
Base de dados:
MEDLINE
Assunto principal:
Azepinas
/
Antineoplásicos
Idioma:
En
Ano de publicação:
2002
Tipo de documento:
Article