Application of thiol-olefin co-oxygenation methodology to a new synthesis of the 1,2,4-trioxane pharmacophore.
Org Lett
; 6(18): 3035-8, 2004 Sep 02.
Article
em En
| MEDLINE
| ID: mdl-15330581
ABSTRACT
[reaction see text] Thiol-olefin co-oxygenation (TOCO) of substituted allylic alcohols generates alpha-hydroxyperoxides that can be condensed in situ with various ketones to afford a series of functionalized 1,2,4-trioxanes in good yields. Manipulation of the phenylsulfenyl group in 4a allows for convenient modification to the spiro-trioxane substituents, and we describe, for the first time, the preparation of a new class of antimalarial prodrug.
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Base de dados:
MEDLINE
Assunto principal:
Compostos de Sulfidrila
/
Alcenos
/
Compostos Heterocíclicos
/
Antimaláricos
Idioma:
En
Ano de publicação:
2004
Tipo de documento:
Article