Improved synthesis of the AE ring segment of ciguatoxin CTX3C by using intramolecular allylations

Tokihiro Tanaka; Hiroki Asakura; Rie Fujiwara; Kentaro Kumamoto; Hiroaki Izuka; Kengo Shiroma; Hiroyoshi Takamura; Isao Kadota

doi:10.1246/bcsj.20170390

Improved synthesis of the AE ring segment of ciguatoxin CTX3C by using intramolecular allylations

Tokihiro Tanaka, Hiroki Asakura, Rie Fujiwara, Kentaro Kumamoto, Hiroaki Izuka, Kengo Shiroma, Hiroyoshi Takamura, Isao Kadota

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

2 Citations (Scopus)

Abstract

An improved synthesis of the AE ring segment of ciguatoxin CTX3C is described. The E ring segment was synthesized by the intramolecular reaction of allylic stannane and aldehyde with high stereoselectivity. Construction of the AE ring framework was performed by using the intramolecular allylation of α-acetoxy ether followed by ring-closing metathesis.

Original language	English
Pages (from-to)	507-514
Number of pages	8
Journal	Bulletin of the Chemical Society of Japan
Volume	91
Issue number	4
DOIs	https://doi.org/10.1246/bcsj.20170390
Publication status	Published - Jan 1 2018

ASJC Scopus subject areas

Chemistry(all)

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10.1246/bcsj.20170390

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Improved synthesis of the AE ring segment of ciguatoxin CTX3C by using intramolecular allylations. / Tanaka, Tokihiro; Asakura, Hiroki; Fujiwara, Rie; Kumamoto, Kentaro; Izuka, Hiroaki; Shiroma, Kengo; Takamura, Hiroyoshi ; Kadota, Isao.

In: Bulletin of the Chemical Society of Japan, Vol. 91, No. 4, 01.01.2018, p. 507-514.

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

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AU - Izuka, Hiroaki

AU - Shiroma, Kengo

AU - Takamura, Hiroyoshi

AU - Kadota, Isao

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