Photochemical synthesis of nucleoside analogues from cyclobutanones: bicyclic and isonucleosides.
Molecules
; 15(6): 3816-28, 2010 May 26.
Article
em En
| MEDLINE
| ID: mdl-20657410
ABSTRACT
The preparation of two nucleoside analogues are reported. Both syntheses involve a key photochemical ring-expansion of cyclobutanones to an oxacarbene and its subsequent scavenging by 6-chloropurine. The synthesis of a bicyclic (locked) purine starts from a oxabicycloheptanone with a hydroxymethyl pendant. The preparation of an isonucleoside uses a cyclobutanone with an alpha-substituted 6-chloropurine. Irradiation of the latter produces an isonucleoside and acyclic nucleoside analogues.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Fotoquímica
/
Butanonas
/
Ciclobutanos
/
Nucleosídeos
Idioma:
En
Revista:
Molecules
Assunto da revista:
BIOLOGIA
Ano de publicação:
2010
Tipo de documento:
Article
País de afiliação:
Canadá