Convergent synthesis of the EFGH ring system of ciguatoxin CTX3C

Isao Kadota; Yuki Sato; Naoya Fujita; Hiroyoshi Takamura; Yoshinori Yamamoto

doi:10.1016/j.tet.2015.04.106

Convergent synthesis of the EFGH ring system of ciguatoxin CTX3C

Isao Kadota, Yuki Sato, Naoya Fujita, Hiroyoshi Takamura, Yoshinori Yamamoto

Research output: Contribution to journal › Article

4 Citations (Scopus)

Abstract

Abstract Convergent synthesis of the EFGH ring segment of ciguatoxin CTX3C was investigated by using the intramolecular allylation of an α-chloroacetoxy ether and/or O,S-acetal, and subsequent ring-closing metathesis. A new method for the preparation of γ-alkoxyallylstannane is also described.

Original language	English
Article number	26709
Pages (from-to)	6547-6558
Number of pages	12
Journal	Tetrahedron
Volume	71
Issue number	37
DOIs	https://doi.org/10.1016/j.tet.2015.04.106
Publication status	Published - Aug 7 2015

Keywords

Ciguatoxin CTX3C
Convergent synthesis
Intramolecular allylation
Marine polycyclic ether
Ring-closing metathesis

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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Kadota, I., Sato, Y., Fujita, N., Takamura, H., & Yamamoto, Y. (2015). Convergent synthesis of the EFGH ring system of ciguatoxin CTX3C. Tetrahedron, 71(37), 6547-6558. [26709]. https://doi.org/10.1016/j.tet.2015.04.106

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AU - Kadota, Isao

AU - Sato, Yuki

AU - Fujita, Naoya

AU - Takamura, Hiroyoshi

AU - Yamamoto, Yoshinori

PY - 2015/8/7

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N2 - Abstract Convergent synthesis of the EFGH ring segment of ciguatoxin CTX3C was investigated by using the intramolecular allylation of an α-chloroacetoxy ether and/or O,S-acetal, and subsequent ring-closing metathesis. A new method for the preparation of γ-alkoxyallylstannane is also described.

AB - Abstract Convergent synthesis of the EFGH ring segment of ciguatoxin CTX3C was investigated by using the intramolecular allylation of an α-chloroacetoxy ether and/or O,S-acetal, and subsequent ring-closing metathesis. A new method for the preparation of γ-alkoxyallylstannane is also described.

KW - Ciguatoxin CTX3C

KW - Convergent synthesis

KW - Intramolecular allylation

KW - Marine polycyclic ether

KW - Ring-closing metathesis

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