Concise synthesis of cyclic ethers via the palladium-catalyzed coupling of ketene acetal triflates and a zinc homoenolate. Synthesis of the DE and GH ring segments of gambierol

Isao Kadota, Hiroyoshi Takamura, Kumi Sato, Yoshinori Yamamoto

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

Concise syntheses of the DE and GH ring segments of gambierol (1) were achieved by the palladium-catalyzed coupling of ketene acetal triflates and a zinc homoenolate, followed by the hydroboration of the resulting cyclic enol ethers and subsequent lactonization.

Original languageEnglish
Pages (from-to)4729-4731
Number of pages3
JournalTetrahedron Letters
Volume42
Issue number28
DOIs
Publication statusPublished - Jul 9 2001
Externally publishedYes

Fingerprint

Cyclic Ethers
Acetals
Ethers
Palladium
Zinc
ketene
gambierol
trifluoromethanesulfonic acid

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

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abstract = "Concise syntheses of the DE and GH ring segments of gambierol (1) were achieved by the palladium-catalyzed coupling of ketene acetal triflates and a zinc homoenolate, followed by the hydroboration of the resulting cyclic enol ethers and subsequent lactonization.",
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AU - Kadota, Isao

AU - Takamura, Hiroyoshi

AU - Sato, Kumi

AU - Yamamoto, Yoshinori

PY - 2001/7/9

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AB - Concise syntheses of the DE and GH ring segments of gambierol (1) were achieved by the palladium-catalyzed coupling of ketene acetal triflates and a zinc homoenolate, followed by the hydroboration of the resulting cyclic enol ethers and subsequent lactonization.

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