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

doi:10.1016/S0040-4039(01)00824-3

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 journal › Article › peer-review

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 language	English
Pages (from-to)	4729-4731
Number of pages	3
Journal	Tetrahedron Letters
Volume	42
Issue number	28
DOIs	https://doi.org/10.1016/S0040-4039(01)00824-3
Publication status	Published - Jul 9 2001
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(01)00824-3

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title = "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",

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.",

author = "Isao Kadota and Hiroyoshi Takamura and Kumi Sato and Yoshinori Yamamoto",

note = "Funding Information: This work was financially supported by the Grant-in-Aid for Scientific Research from the Ministry of Education, Science and Culture of Japan. Copyright: Copyright 2007 Elsevier B.V., All rights reserved.",

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T1 - 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

AU - Kadota, Isao

AU - Takamura, Hiroyoshi

AU - Sato, Kumi

AU - Yamamoto, Yoshinori

N1 - Funding Information: This work was financially supported by the Grant-in-Aid for Scientific Research from the Ministry of Education, Science and Culture of Japan. Copyright: Copyright 2007 Elsevier B.V., All rights reserved.

PY - 2001/7/9

Y1 - 2001/7/9

N2 - 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.

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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U2 - 10.1016/S0040-4039(01)00824-3

DO - 10.1016/S0040-4039(01)00824-3

M3 - Article

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SP - 4729

EP - 4731

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 28

ER -

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

Abstract

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