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

Keywords

Biselides
Polyketides
Regioselective oxidative cleavage
Stille coupling

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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

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.",

keywords = "Biselides, Polyketides, Regioselective oxidative cleavage, Stille coupling",

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

year = "2012",

month = mar,

day = "14",

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language = "English",

volume = "53",

pages = "1390--1392",

journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Synthetic studies toward biselides. Part 1

T2 - Synthesis of the core carbon framework of biselides A, B, and e using Stille coupling

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

Y1 - 2012/3/14

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.

KW - Biselides

KW - Polyketides

KW - Regioselective oxidative cleavage

KW - Stille coupling

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U2 - 10.1016/j.tetlet.2012.01.020

DO - 10.1016/j.tetlet.2012.01.020

M3 - Article

AN - SCOPUS:84856745916

VL - 53

SP - 1390

EP - 1392

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 11

ER -