Synthetic studies on fully substituted γ-pyrone-containing natural products: The first total synthesis of onchitriol II

Hirokazu Arimoto; Shigeru Nishiyama; Shosuke Yamamura

doi:10.1016/0040-4039(94)88516-8

Synthetic studies on fully substituted γ-pyrone-containing natural products: The first total synthesis of onchitriol II

Hirokazu Arimoto, Shigeru Nishiyama, Shosuke Yamamura

研究成果: Article › 査読

16 被引用数 (Scopus)

抄録

The first total synthesis of onchitriol II, a cytotoxic metabolite of mollusc Onchidium sp., is described. It employs mild cyclization method [DMSO - (COCl)₂ or Ph₃P - CCl₄] of triketides bearing optically active functional groups to the corresponding γ-pyrones as a key step. Additional synthesis of some diastereoisomers provided a possibility to revise the structure of closely related onchitriol I.

本文言語	English
ページ（範囲）	9581-9584
ページ数	4
ジャーナル	Tetrahedron Letters
巻	35
号	51
DOI	https://doi.org/10.1016/0040-4039(94)88516-8
出版ステータス	Published - 1994 12 19
外部発表	はい

ASJC Scopus subject areas

生化学
創薬
有機化学

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10.1016/0040-4039(94)88516-8

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author = "Hirokazu Arimoto and Shigeru Nishiyama and Shosuke Yamamura",

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AU - Yamamura, Shosuke

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Y1 - 1994/12/19

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AB - The first total synthesis of onchitriol II, a cytotoxic metabolite of mollusc Onchidium sp., is described. It employs mild cyclization method [DMSO - (COCl)2 or Ph3P - CCl4] of triketides bearing optically active functional groups to the corresponding γ-pyrones as a key step. Additional synthesis of some diastereoisomers provided a possibility to revise the structure of closely related onchitriol I.

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JO - Tetrahedron Letters

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Synthetic studies on fully substituted γ-pyrone-containing natural products: The first total synthesis of onchitriol II

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