Synthesis of (±)-terpendole e

Takaaki Teranishi; Tetsuro Murokawa; Masaru Enomoto; Shigefumi Kuwahara

doi:10.1080/09168451.2014.955455

Synthesis of (±)-terpendole e

Takaaki Teranishi, Tetsuro Murokawa, Masaru Enomoto, Shigefumi Kuwahara

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

18 Citations (Scopus)

Abstract

The first synthesis of the racemate of terpendole E, a speci fic inhibitor of the mitotic kinesin Eg5, has been achieved from a known tricyclic dihydroxy ketone by a 13-step sequence that involves diastereoselective installation of its C3 quaternary stereocenter via a cyclopropyl ketone intermediate and Pd-mediated two-step construction of the indole ring moiety as the key transformations.

Original language	English
Pages (from-to)	11-15
Number of pages	5
Journal	Bioscience, Biotechnology and Biochemistry
Volume	79
Issue number	1
DOIs	https://doi.org/10.1080/09168451.2014.955455
Publication status	Published - 2015

Keywords

Antimitotic
Indole diterpene
Kinesin spindle protein
Terpendole
Total synthesis

ASJC Scopus subject areas

Biotechnology
Analytical Chemistry
Biochemistry
Applied Microbiology and Biotechnology
Molecular Biology
Organic Chemistry

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10.1080/09168451.2014.955455

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keywords = "Antimitotic, Indole diterpene, Kinesin spindle protein, Terpendole, Total synthesis",

author = "Takaaki Teranishi and Tetsuro Murokawa and Masaru Enomoto and Shigefumi Kuwahara",

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AU - Teranishi, Takaaki

AU - Murokawa, Tetsuro

AU - Enomoto, Masaru

AU - Kuwahara, Shigefumi

PY - 2015

Y1 - 2015

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AB - The first synthesis of the racemate of terpendole E, a speci fic inhibitor of the mitotic kinesin Eg5, has been achieved from a known tricyclic dihydroxy ketone by a 13-step sequence that involves diastereoselective installation of its C3 quaternary stereocenter via a cyclopropyl ketone intermediate and Pd-mediated two-step construction of the indole ring moiety as the key transformations.

KW - Antimitotic

KW - Indole diterpene

KW - Kinesin spindle protein

KW - Terpendole

KW - Total synthesis

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SN - 0916-8451

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Synthesis of (±)-terpendole e

Abstract

Keywords

ASJC Scopus subject areas

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