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 › peer-review

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

Access to Document

10.1016/j.tet.2015.04.106

Cite this

@article{638b9f2dcd634a45a67a732043363a8d,

title = "Convergent synthesis of the EFGH ring system of ciguatoxin CTX3C",

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.",

keywords = "Ciguatoxin CTX3C, Convergent synthesis, Intramolecular allylation, Marine polycyclic ether, Ring-closing metathesis",

author = "Isao Kadota and Yuki Sato and Naoya Fujita and Hiroyoshi Takamura and Yoshinori Yamamoto",

note = "Publisher Copyright: {\textcopyright} 2015 Elsevier Ltd.",

year = "2015",

month = aug,

day = "7",

doi = "10.1016/j.tet.2015.04.106",

language = "English",

volume = "71",

pages = "6547--6558",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "37",

}

TY - JOUR

T1 - Convergent synthesis of the EFGH ring system of ciguatoxin CTX3C

AU - Kadota, Isao

AU - Sato, Yuki

AU - Fujita, Naoya

AU - Takamura, Hiroyoshi

AU - Yamamoto, Yoshinori

PY - 2015/8/7

Y1 - 2015/8/7

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

UR - http://www.scopus.com/inward/record.url?scp=84938749637&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84938749637&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2015.04.106

DO - 10.1016/j.tet.2015.04.106

M3 - Article

AN - SCOPUS:84938749637

VL - 71

SP - 6547

EP - 6558

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 37

M1 - 26709

ER -

Convergent synthesis of the EFGH ring system of ciguatoxin CTX3C

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this