Electrophile-induced ether transfer: stereoselective synthesis of 2,6-disubstituted-3,4-dihydropyrans.
J Org Chem
; 73(14): 5592-4, 2008 Jul 18.
Article
em En
| MEDLINE
| ID: mdl-18570473
ABSTRACT
Stereoselective synthesis of trans-2,6-disubstituted-3,4-dihydropyrans has been achieved from a simple homoallylic alkoxyether via a three-step sequence electrophile-induced ether transfer, cyclization, and functionalization, which is highlighted by a rare example of Ferrier rearrangement of allylic ether. This methodology was successfully implemented for the asymmetric synthesis of a C7-C17 fragment of swinholide A.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Piranos
/
Elétrons
/
Éter
Idioma:
En
Ano de publicação:
2008
Tipo de documento:
Article