Stereocontrolled Synthesis of the Portimine Skeleton via Organocatalyst-Mediated Asymmetric Stannylation and Stereoretentive C(sp3)-C(sp2) Stille Coupling

Daisuke Sato; Makoto Sasaki; Atsushi Umehara

doi:10.1021/acs.orglett.4c04245

Stereocontrolled Synthesis of the Portimine Skeleton via Organocatalyst-Mediated Asymmetric Stannylation and Stereoretentive C(sp³)-C(sp²) Stille Coupling

Daisuke Sato, 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

抄録

Our efforts toward the synthesis of the marine natural product portimine are described. The key to the synthesis of the skeleton is a stereoretentive copper-catalyzed C(sp³)-C(sp²) Stille-type cross-coupling that enables the convergent assembly of functionalized fragments. The core skeleton of portimine was constructed via ring-closing metathesis and transannular acetal formation.

本文言語	英語
ページ（範囲）	942-947
ページ数	6
ジャーナル	Organic Letters
巻	27
号	4
DOI	https://doi.org/10.1021/acs.orglett.4c04245
出版ステータス	出版済み - 2025 1月 31

UN SDG

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10.1021/acs.orglett.4c04245

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abstract = "Our efforts toward the synthesis of the marine natural product portimine are described. The key to the synthesis of the skeleton is a stereoretentive copper-catalyzed C(sp3)-C(sp2) Stille-type cross-coupling that enables the convergent assembly of functionalized fragments. The core skeleton of portimine was constructed via ring-closing metathesis and transannular acetal formation.",

author = "Daisuke Sato and Makoto Sasaki and Atsushi Umehara",

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