A facile and practical synthesis of Nicolaou's key intermediates, 2-methyl- and 2,6-dimethyltetrahydropyrans, toward the total synthesis of ladder-shaped polyethers

Takeharu Nakashima, Tomomi Baba, Hisaaki Onoue, Wataru Yamashita, Kohei Torikai

研究成果: ジャーナルへの寄稿記事

5 引用 (Scopus)

抄録

A facile and robust method to prepare 2-methyl- and 2,6- dimethyltetrahydropyrans, most useful Nicolaou intermediates for the synthesis of ladder-shaped polyethers, is disclosed. The established highly practical recipe, adopting chemo- and stereoselective catalytic oxidations and one-pot reactions with few chromatographic purifications, would significantly facilitate the large-scale supply of pivotal monocyclic building blocks, which is a rate-determining process of gigantic tetrahydropyran-containing natural products synthesis.

元の言語英語
記事番号SS-2013-F0387-OP
ページ(範囲)2417-2425
ページ数9
ジャーナルSynthesis (Germany)
45
発行部数17
DOI
出版物ステータス出版済み - 7 24 2013

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Polyethers
Ladders
Catalytic oxidation
Biological Products
Purification

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

これを引用

A facile and practical synthesis of Nicolaou's key intermediates, 2-methyl- and 2,6-dimethyltetrahydropyrans, toward the total synthesis of ladder-shaped polyethers. / Nakashima, Takeharu; Baba, Tomomi; Onoue, Hisaaki; Yamashita, Wataru; Torikai, Kohei.

:: Synthesis (Germany), 巻 45, 番号 17, SS-2013-F0387-OP, 24.07.2013, p. 2417-2425.

研究成果: ジャーナルへの寄稿記事

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abstract = "A facile and robust method to prepare 2-methyl- and 2,6- dimethyltetrahydropyrans, most useful Nicolaou intermediates for the synthesis of ladder-shaped polyethers, is disclosed. The established highly practical recipe, adopting chemo- and stereoselective catalytic oxidations and one-pot reactions with few chromatographic purifications, would significantly facilitate the large-scale supply of pivotal monocyclic building blocks, which is a rate-determining process of gigantic tetrahydropyran-containing natural products synthesis.",
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AU - Onoue, Hisaaki

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AU - Torikai, Kohei

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