Unified synthesis of the DEF and GhI ring systems of maitotoxin

Takaya Yasudomi, Hiroyuki Yakushiji, Kohei Torikai, Makoto Ebine, Tohru Oishi

研究成果: ジャーナルへの寄稿記事

抄録

Unified synthesis of 6/6/6-tricyclic ethers corresponding to the DEF and GHI ring systems of maitotoxin was achieved from a common intermediate prepared from a furan derivative and a terminal olefin via FujiwaraMoritani reaction, followed by Sharpless asymmetric dihydroxylation, and Achmatowicz reaction. The DEF ring was synthesized from the common intermediate via regio- and stereoselective borylation of an enone, and methylation of an S, O-acetal. On the other hand, the GHI ring was synthesized from the common intermediate via reductive etherification, Sharpless asymmetric dihydroxylation, and BartonMcCombie deoxygenation.

元の言語英語
ページ(範囲)1156-1159
ページ数4
ジャーナルChemistry Letters
48
発行部数9
DOI
出版物ステータス出版済み - 1 1 2019

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Acetals
Methylation
Ethers
Alkenes
Derivatives
maitotoxin
butyl phosphorotrithioate
furan

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

これを引用

Unified synthesis of the DEF and GhI ring systems of maitotoxin. / Yasudomi, Takaya; Yakushiji, Hiroyuki; Torikai, Kohei; Ebine, Makoto; Oishi, Tohru.

:: Chemistry Letters, 巻 48, 番号 9, 01.01.2019, p. 1156-1159.

研究成果: ジャーナルへの寄稿記事

Yasudomi, Takaya ; Yakushiji, Hiroyuki ; Torikai, Kohei ; Ebine, Makoto ; Oishi, Tohru. / Unified synthesis of the DEF and GhI ring systems of maitotoxin. :: Chemistry Letters. 2019 ; 巻 48, 番号 9. pp. 1156-1159.
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