Total Synthesis of (−)-Irijimaside A Enabled by Ni/Zr-Mediated Reductive Ketone Coupling

Tomoya Suwa; Makoto Sasaki; Atsushi Umehara

doi:10.1021/acs.orglett.4c01367

Total Synthesis of (−)-Irijimaside A Enabled by Ni/Zr-Mediated Reductive Ketone Coupling

Tomoya Suwa, Makoto Sasaki, Atsushi Umehara

生命科学研究科・分子化学生物学専攻

Tohoku University

研究成果: ジャーナルへの寄稿 › 学術論文 › 査読

1 被引用数 (Scopus)

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The total synthesis of marine macrolide glycoside (−)-irijimaside A is described. Key to the synthesis is the convergent fragment assembly enabled by nickel/zirconocene-mediated one-pot reductive ketone coupling. At the last stage of the synthesis, Stille coupling and glycosylation led to the first total synthesis of (−)-irijimaside A.

本文言語	英語
ページ（範囲）	4377-4382
ページ数	6
ジャーナル	Organic Letters
巻	26
号	20
DOI	https://doi.org/10.1021/acs.orglett.4c01367
出版ステータス	出版済み - 2024 5月 24

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abstract = "The total synthesis of marine macrolide glycoside (−)-irijimaside A is described. Key to the synthesis is the convergent fragment assembly enabled by nickel/zirconocene-mediated one-pot reductive ketone coupling. At the last stage of the synthesis, Stille coupling and glycosylation led to the first total synthesis of (−)-irijimaside A.",

author = "Tomoya Suwa and Makoto Sasaki and Atsushi Umehara",

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AB - The total synthesis of marine macrolide glycoside (−)-irijimaside A is described. Key to the synthesis is the convergent fragment assembly enabled by nickel/zirconocene-mediated one-pot reductive ketone coupling. At the last stage of the synthesis, Stille coupling and glycosylation led to the first total synthesis of (−)-irijimaside A.

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Total Synthesis of (−)-Irijimaside A Enabled by Ni/Zr-Mediated Reductive Ketone Coupling

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