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Total synthesis of muamvatin.
Ward, Dale E; Zahedi, M Mehdi.
Afiliación
  • Ward DE; Department of Chemistry, University of Saskatchewan, 110 Science Place, Saskatoon SK S7N 5C9, Canada. dale.ward@usask.ca
Org Lett ; 14(24): 6246-9, 2012 Dec 21.
Article en En | MEDLINE | ID: mdl-23210898
Enantioselective total synthesis of muamvatin was achieved by ring-chain tautomerization of an acyclic derivative assembled by sequential substrate-controlled stereoselective aldol reactions of a chiral ketone with two achiral aldehydes. Although the trioxaadamantane tautomer was shown to be thermodynamically more stable than alternative forms, the kinetic barrier to cyclization was significant. This observation raises doubts about the proposed formation of muamvatin as an artifact of isolation.
Asunto(s)

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Adamantano Límite: Animals Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2012 Tipo del documento: Article País de afiliación: Canadá Pais de publicación: Estados Unidos

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Adamantano Límite: Animals Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2012 Tipo del documento: Article País de afiliación: Canadá Pais de publicación: Estados Unidos