Stereocontrolled synthesis of the aconitine D ring from D-glucose.

Pocock, Ian A; Doulcet, Julien; Rice, Craig R; Sweeney, Joseph B; Gill, Duncan M

Pocock, Ian A; Doulcet, Julien; Rice, Craig R; Sweeney, Joseph B; Gill, Duncan M.

Afiliación

Pocock IA; Department of Chemical Sciences, University of Huddersfield, Huddersfield, HD1 3DH, UK. d.m.gill@hud.ac.uk.
Doulcet J; Department of Chemical Sciences, University of Huddersfield, Huddersfield, HD1 3DH, UK. d.m.gill@hud.ac.uk.
Rice CR; Department of Chemistry, University of Lancaster, Lancaster, LA1 4YB, UK.
Sweeney JB; Department of Chemical Sciences, University of Huddersfield, Huddersfield, HD1 3DH, UK. d.m.gill@hud.ac.uk.
Gill DM; Department of Chemical Sciences, University of Huddersfield, Huddersfield, HD1 3DH, UK. d.m.gill@hud.ac.uk.

Org Biomol Chem ; 22(21): 4347-4352, 2024 May 29.

Article en En | MEDLINE | ID: mdl-38726909

ABSTRACT

ABSTRACT

The synthesis of a fully oxygenated aconitine D ring precursor from (D)-(+)-glucose is described. The route features a highly diastereoselective alkynyl Grignard ketone addition and a base-mediated enelactone to 1,3-diketone rearrangement.

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Texto completo: 1 Bases de datos: MEDLINE Idioma: En Revista: Org Biomol Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2024 Tipo del documento: Article