Divergent synthesis of trans-fused polycyclic ethers by a convergent oxiranyl anion strategy.
J Org Chem
; 77(24): 11177-91, 2012 Dec 21.
Article
em En
| MEDLINE
| ID: mdl-23214941
ABSTRACT
Octacyclic polyethers that correspond to the CDEFGHIJ-ring system of yessotoxin as well as G- and/or I-ring-modified analogues were synthesized in a divergent manner, starting from a common intermediate, using an [X + 2 + Y]-type convergent method. Reaction of a triflate with the oxiranyl anion generated from an epoxy sulfone, followed by ring expansion, allowed for the incorporation of medium-sized ring ethers into the key intermediate. Subsequent acetal formation and reductive etherification afforded various octacycles containing seven- and eight-membered ether rings.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Éteres Cíclicos
/
Óxido de Etileno
Idioma:
En
Ano de publicação:
2012
Tipo de documento:
Article