Formal Synthesis of (-)-Haliclonin A: Stereoselective Construction of an Azabicyclo[3.3.1]nonane Ring System by a Tandem Radical Reaction.

Komine, Keita; Urayama, Yasuhiro; Hosaka, Taku; Yamashita, Yuki; Fukuda, Hayato; Hatakeyama, Susumi; Ishihara, Jun

Komine, Keita; Urayama, Yasuhiro; Hosaka, Taku; Yamashita, Yuki; Fukuda, Hayato; Hatakeyama, Susumi; Ishihara, Jun.

Afiliación

Komine K; Graduate School of Biomedical Sciences, Nagasaki University, Nagasaki 852-8521, Japan.
Urayama Y; Graduate School of Biomedical Sciences, Nagasaki University, Nagasaki 852-8521, Japan.
Hosaka T; Graduate School of Biomedical Sciences, Nagasaki University, Nagasaki 852-8521, Japan.
Yamashita Y; Graduate School of Biomedical Sciences, Nagasaki University, Nagasaki 852-8521, Japan.
Fukuda H; Graduate School of Biomedical Sciences, Nagasaki University, Nagasaki 852-8521, Japan.
Hatakeyama S; Medical Innovation Center, Nagasaki University, Nagasaki 852-8521, Japan.
Ishihara J; Graduate School of Biomedical Sciences, Nagasaki University, Nagasaki 852-8521, Japan.

Org Lett ; 22(13): 5046-5050, 2020 07 02.

Article en En | MEDLINE | ID: mdl-32551701

ABSTRACT

ABSTRACT

A formal synthesis of (-)-haliclonin A, isolated from the marine sponge Haliclona sp. in Korea, is described. The key feature of the synthesis includes the highly stereoselective tandem radical reaction to construct the azabicyclo[3.3.1]nonane core and the enantioselective formation of an all-carbon quaternary center via the Pd-mediated deracemization.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2020 Tipo del documento: Article País de afiliación: Japón

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