A concise enantioselective synthesis of a key A-ring synthon for 1 alpha-hydroxyvitamin D3 compounds.

Hiyamizu, H; Ooi, H; Inomoto, Y; Esumi, T; Iwabuchi, Y; Hatakeyama, S

Hiyamizu, H; Ooi, H; Inomoto, Y; Esumi, T; Iwabuchi, Y; Hatakeyama, S.

Afiliación

Hiyamizu H; Faculty of Pharmaceutical Sciences, Nagasaki University, Nagasaki 852, Japan.

Org Lett ; 3(3): 473-5, 2001 Feb 08.

Article en En | MEDLINE | ID: mdl-11428042

RESUMEN

[figure: see text] This report describes a concise enantioselective synthesis of the A-ring synthon for the synthesis of 1 alpha-hydroxyvitamin D3 compounds. The synthesis involves two notable transformations: (I) stereoselective construction of the enol triflate from the vinyl ketone by Michael addition of Ph2P(O)Li followed by in situ triflation of the resulting enolate and (II) palladium-catalyzed Heck type cyclization of the enol triflate.

Asunto(s)

Calcitriol/análogos & derivados; Hidroxicolecalciferoles/síntesis química; Estereoisomerismo

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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Calcitriol / Hidroxicolecalciferoles Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2001 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Estados Unidos

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