Synthesis of aspergillide A from a synthetic intermediate of aspergillide B

Tomohiro Nagasawa; Shigefumi Kuwahara

doi:10.1016/j.tetlet.2009.12.032

Synthesis of aspergillide A from a synthetic intermediate of aspergillide B

Tomohiro Nagasawa, Shigefumi Kuwahara

研究成果: Article › 査読

28 被引用数 (Scopus)

抄録

The first synthesis of aspergillide A, a cytotoxin produced by a marine-derived fungus, has been achieved from a synthetic intermediate of aspergillide B by using a proline-mediated epimerization of a 2,6-trans-substituted tetrahydropyran-2-acetaldehyde intermediate into the corresponding cis-isomer via a retro-oxy-Michael/oxy-Michael sequence as the key transformation.

本文言語	English
ページ（範囲）	875-877
ページ数	3
ジャーナル	Tetrahedron Letters
巻	51
号	5
DOI	https://doi.org/10.1016/j.tetlet.2009.12.032
出版ステータス	Published - 2010 2月 3

ASJC Scopus subject areas

生化学
創薬
有機化学

UN SDG

この成果は、次の持続可能な開発目標に貢献しています

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10.1016/j.tetlet.2009.12.032

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abstract = "The first synthesis of aspergillide A, a cytotoxin produced by a marine-derived fungus, has been achieved from a synthetic intermediate of aspergillide B by using a proline-mediated epimerization of a 2,6-trans-substituted tetrahydropyran-2-acetaldehyde intermediate into the corresponding cis-isomer via a retro-oxy-Michael/oxy-Michael sequence as the key transformation.",

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N2 - The first synthesis of aspergillide A, a cytotoxin produced by a marine-derived fungus, has been achieved from a synthetic intermediate of aspergillide B by using a proline-mediated epimerization of a 2,6-trans-substituted tetrahydropyran-2-acetaldehyde intermediate into the corresponding cis-isomer via a retro-oxy-Michael/oxy-Michael sequence as the key transformation.

AB - The first synthesis of aspergillide A, a cytotoxin produced by a marine-derived fungus, has been achieved from a synthetic intermediate of aspergillide B by using a proline-mediated epimerization of a 2,6-trans-substituted tetrahydropyran-2-acetaldehyde intermediate into the corresponding cis-isomer via a retro-oxy-Michael/oxy-Michael sequence as the key transformation.

KW - Aspergillide

KW - Cytotoxic

KW - Epimerization

KW - Macrolide

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Synthesis of aspergillide A from a synthetic intermediate of aspergillide B

抄録

ASJC Scopus subject areas

UN SDG

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