Synthetic studies towards gambierol. Part 2: Synthesis of the EFGH ring segment

Isao Kadota; Chie Kadowaki; Hiroyoshi Takamura; Yoshinori Yamamoto

doi:10.1016/S0040-4039(01)01205-9

Synthetic studies towards gambierol. Part 2: Synthesis of the EFGH ring segment

Isao Kadota, Chie Kadowaki, Hiroyoshi Takamura, Yoshinori Yamamoto

Research output: Contribution to journal › Article › peer-review

19 Citations (Scopus)

Abstract

The EFGH ring segment of gambierol was synthesized from 2-deoxy-D-ribose in 40 steps. The present synthesis includes a SmI₂-mediated reductive cyclization and a Pd-catalyzed coupling of enol triflate with a zinc bis-homoenolate as key steps.

Original language	English
Pages (from-to)	6199-6202
Number of pages	4
Journal	Tetrahedron Letters
Volume	42
Issue number	35
DOIs	https://doi.org/10.1016/S0040-4039(01)01205-9
Publication status	Published - Aug 27 2001
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Synthetic studies towards gambierol. Part 2: Synthesis of the EFGH ring segment",

abstract = "The EFGH ring segment of gambierol was synthesized from 2-deoxy-D-ribose in 40 steps. The present synthesis includes a SmI2-mediated reductive cyclization and a Pd-catalyzed coupling of enol triflate with a zinc bis-homoenolate as key steps.",

author = "Isao Kadota and Chie Kadowaki and Hiroyoshi Takamura and Yoshinori Yamamoto",

note = "Funding Information: This work was financially supported by the Hayashi Memorial Foundation for Female Natural Scientists and the Grant-in-Aid for Scientific Research from the Ministry of Education, Science and Culture of Japan.",

year = "2001",

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T1 - Synthetic studies towards gambierol. Part 2

T2 - Synthesis of the EFGH ring segment

AU - Kadota, Isao

AU - Kadowaki, Chie

AU - Takamura, Hiroyoshi

AU - Yamamoto, Yoshinori

N1 - Funding Information: This work was financially supported by the Hayashi Memorial Foundation for Female Natural Scientists and the Grant-in-Aid for Scientific Research from the Ministry of Education, Science and Culture of Japan.

PY - 2001/8/27

Y1 - 2001/8/27

N2 - The EFGH ring segment of gambierol was synthesized from 2-deoxy-D-ribose in 40 steps. The present synthesis includes a SmI2-mediated reductive cyclization and a Pd-catalyzed coupling of enol triflate with a zinc bis-homoenolate as key steps.

AB - The EFGH ring segment of gambierol was synthesized from 2-deoxy-D-ribose in 40 steps. The present synthesis includes a SmI2-mediated reductive cyclization and a Pd-catalyzed coupling of enol triflate with a zinc bis-homoenolate as key steps.

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U2 - 10.1016/S0040-4039(01)01205-9

DO - 10.1016/S0040-4039(01)01205-9

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

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ER -

Synthetic studies towards gambierol. Part 2: Synthesis of the EFGH ring segment

Abstract

ASJC Scopus subject areas

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