Concepedia

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

Organic Letters · 1999 · 103 citations · 23 references

DOI

Concepts

Abstract

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.

References

23

Synthesis and Applications of RuCl<sub>2</sub>(CHR‘)(PR<sub>3</sub>)<sub>2</sub>:  The Influence of the Alkylidene Moiety on Metathesis Activity

Peter Schwab, Robert H. Grubbs, Joseph W. Ziller · Journal of the American Chemical Society · 1996 · 2.1K citations

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Olefin Metathesis in Cyclic Ether Formation. Direct Conversion of Olefinic Esters to Cyclic Enol Ethers with Tebbe-Type Reagents

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Cyclizations of hydroxy dithioketals. New synthetic technology for the construction of oxocenes and related medium-ring systems

K. C. Nicolaou, C. V. C. Prasad, C.‐K. HWANG et al. · Journal of the American Chemical Society · 1989 · 162 citations

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Isolation and structures of new ciguatoxin analogs, 2,3-dihydroxyCTX3C and 51-hydroxyCTX3C, accumulated in tropical reef fish

Masayuki Satake, Masakazu Fukui, Anne-Marie Legrand et al. · Tetrahedron Letters · 1998 · 141 citations

, , +14