Total Syntheses of Proposed Structures of 4,10-Dihydroxy-8,12-guaianolides.

Biological Products / chemistry Molecular Structure

Journal

Organic letters
ISSN: 1523-7052
Titre abrégé: Org Lett
Pays: United States
ID NLM: 100890393

Informations de publication

Date de publication:
06 05 2022
Historique:
pubmed: 22 4 2022
medline: 10 5 2022
entrez: 21 4 2022
Statut: ppublish

Résumé

The first total syntheses of two 4,10-dihydroxy-8,12-guaianolides that were reported to be natural products were achieved. Toward the syntheses of a collection of related guaianolides, the typical 5,7-fused system of 8,12-guaianolides was constructed by a ring expansion reaction of a hydroxylated coronafacic acid analogue that can be practically synthesized and optically resolved. The total syntheses of these compounds revealed that the previously reported structures of both natural products were incorrect.

Identifiants

DOI: 10.1021/acs.orglett.2c01215 PMID: 35446586
pubmed: 35446586
doi: 10.1021/acs.orglett.2c01215
doi:

Substances chimiques

Biological Products 0

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

3297-3301

Auteurs

Yuki Kimura (Y)

Graduate School of Pharmaceutical Sciences, Tokushima University, 1-78-1 Shomachi, Tokushima 770-8505, Japan.

Eisaku Ohashi (E)

Graduate School of Pharmaceutical Sciences, Tokushima University, 1-78-1 Shomachi, Tokushima 770-8505, Japan.

Sangita Karanjit (S)

Graduate School of Pharmaceutical Sciences, Tokushima University, 1-78-1 Shomachi, Tokushima 770-8505, Japan.

Takashi Taniguchi (T)

Graduate School of Pharmaceutical Sciences, Tokushima University, 1-78-1 Shomachi, Tokushima 770-8505, Japan.

Atsushi Nakayama (A)

Graduate School of Pharmaceutical Sciences, Tokushima University, 1-78-1 Shomachi, Tokushima 770-8505, Japan.

Hiroshi Imagawa (H)

Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan.

Ryota Sato (R)

Graduate School of Pharmaceutical Sciences, Tokushima University, 1-78-1 Shomachi, Tokushima 770-8505, Japan.

Kosuke Namba (K)

Graduate School of Pharmaceutical Sciences, Tokushima University, 1-78-1 Shomachi, Tokushima 770-8505, Japan.
ORCID: 0000-0003-1548-5656

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Classifications MeSH

questionsmedicales.fr › Mélanges complexes › Produits biologiques › Total Syntheses of Proposed Structures of...
questionsmedicales.fr › Phénomènes chimiques › Structure moléculaire › Total Syntheses of Proposed Structures of...