Synthetic studies toward biselides. Part 1: Synthesis of the core carbon framework of biselides A, B, and e using Stille coupling

Yohsuke Satoh; Dai Kawamura; Masashi Yamaura; Yoichi Ikeda; Yumi Ochiai; Ichiro Hayakawa; Hideo Kigoshi

doi:10.1016/j.tetlet.2012.01.020

Synthetic studies toward biselides. Part 1: Synthesis of the core carbon framework of biselides A, B, and e using Stille coupling

Yohsuke Satoh, Dai Kawamura, Masashi Yamaura, Yoichi Ikeda, Yumi Ochiai, Ichiro Hayakawa, Hideo Kigoshi

Research output: Contribution to journal › Article

4 Citations (Scopus)

Abstract

Biselides A and B are cytotoxic marine polyketides. We have achieved synthesis of the C-1-C-15 segment of biselides A and B by using Stille coupling and regioselective oxidative cleavage as key steps. Furthermore, we constructed the α,β-unsaturated lactone part of biselide E by using a similar strategy.

Original language	English
Pages (from-to)	1390-1392
Number of pages	3
Journal	Tetrahedron Letters
Volume	53
Issue number	11
DOIs	https://doi.org/10.1016/j.tetlet.2012.01.020
Publication status	Published - Mar 14 2012
Externally published	Yes

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Keywords

Biselides
Polyketides
Regioselective oxidative cleavage
Stille coupling

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

Cite this

Satoh, Y., Kawamura, D., Yamaura, M., Ikeda, Y., Ochiai, Y., Hayakawa, I., & Kigoshi, H. (2012). Synthetic studies toward biselides. Part 1: Synthesis of the core carbon framework of biselides A, B, and e using Stille coupling. Tetrahedron Letters, 53(11), 1390-1392. https://doi.org/10.1016/j.tetlet.2012.01.020

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author = "Yohsuke Satoh and Dai Kawamura and Masashi Yamaura and Yoichi Ikeda and Yumi Ochiai and Ichiro Hayakawa and Hideo Kigoshi",

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AU - Satoh, Yohsuke

AU - Kawamura, Dai

AU - Yamaura, Masashi

AU - Ikeda, Yoichi

AU - Ochiai, Yumi

AU - Hayakawa, Ichiro

AU - Kigoshi, Hideo

PY - 2012/3/14

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N2 - Biselides A and B are cytotoxic marine polyketides. We have achieved synthesis of the C-1-C-15 segment of biselides A and B by using Stille coupling and regioselective oxidative cleavage as key steps. Furthermore, we constructed the α,β-unsaturated lactone part of biselide E by using a similar strategy.

AB - Biselides A and B are cytotoxic marine polyketides. We have achieved synthesis of the C-1-C-15 segment of biselides A and B by using Stille coupling and regioselective oxidative cleavage as key steps. Furthermore, we constructed the α,β-unsaturated lactone part of biselide E by using a similar strategy.

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KW - Polyketides

KW - Regioselective oxidative cleavage

KW - Stille coupling

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Access to Document

10.1016/j.tetlet.2012.01.020