A general method for convergent synthesis of polycyclic ethers based on Suzuki cross-coupling: Concise synthesis of the ABCD ring system of ciguatoxin

Makoto Sasaki; Haruhiko Fuwa; Makoto Ishikawa; Kazuo Tachibana

doi:10.1021/ol990885n

A general method for convergent synthesis of polycyclic ethers based on Suzuki cross-coupling: Concise synthesis of the ABCD ring system of ciguatoxin

Makoto Sasaki, Haruhiko Fuwa, Makoto Ishikawa, Kazuo Tachibana

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

120 Citations (Scopus)

Abstract

(matrix presented) A general method for convergent assembly of polyether structure has been developed based on palladium(0)-mediated Suzuki cross-coupling reaction of alkylboranes with cyclic ketene acetal phosphates. The present method allowed for coupling of medium-sized ether rings and thus a concise synthesis of the ABCD ring system of ciguatoxins has been achieved.

Original language	English
Pages (from-to)	1075-1077
Number of pages	3
Journal	Organic letters
Volume	1
Issue number	7
DOIs	https://doi.org/10.1021/ol990885n
Publication status	Published - 1999 Oct 7

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol990885n

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title = "A general method for convergent synthesis of polycyclic ethers based on Suzuki cross-coupling: Concise synthesis of the ABCD ring system of ciguatoxin",

abstract = "(matrix presented) A general method for convergent assembly of polyether structure has been developed based on palladium(0)-mediated Suzuki cross-coupling reaction of alkylboranes with cyclic ketene acetal phosphates. The present method allowed for coupling of medium-sized ether rings and thus a concise synthesis of the ABCD ring system of ciguatoxins has been achieved.",

author = "Makoto Sasaki and Haruhiko Fuwa and Makoto Ishikawa and Kazuo Tachibana",

year = "1999",

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T1 - A general method for convergent synthesis of polycyclic ethers based on Suzuki cross-coupling

T2 - Concise synthesis of the ABCD ring system of ciguatoxin

AU - Sasaki, Makoto

AU - Fuwa, Haruhiko

AU - Ishikawa, Makoto

AU - Tachibana, Kazuo

PY - 1999/10/7

Y1 - 1999/10/7

N2 - (matrix presented) A general method for convergent assembly of polyether structure has been developed based on palladium(0)-mediated Suzuki cross-coupling reaction of alkylboranes with cyclic ketene acetal phosphates. The present method allowed for coupling of medium-sized ether rings and thus a concise synthesis of the ABCD ring system of ciguatoxins has been achieved.

AB - (matrix presented) A general method for convergent assembly of polyether structure has been developed based on palladium(0)-mediated Suzuki cross-coupling reaction of alkylboranes with cyclic ketene acetal phosphates. The present method allowed for coupling of medium-sized ether rings and thus a concise synthesis of the ABCD ring system of ciguatoxins has been achieved.

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A general method for convergent synthesis of polycyclic ethers based on Suzuki cross-coupling: Concise synthesis of the ABCD ring system of ciguatoxin

Abstract

ASJC Scopus subject areas

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