Triple ring closing metathesis reaction: Synthesis of adjacent cyclic ethers

M P  Heck; C  Baylon; Steven Patrick Nolan; C  Mioskowski

doi:10.1021/ol0159625

Triple ring closing metathesis reaction: Synthesis of adjacent cyclic ethers

M P Heck
, C Baylon
, Steven Patrick Nolan
, C Mioskowski

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

Abstract

Adjacent tris(cyclic ethers) and enol ethers have been synthesized in good yields for the first time via a triple olefin metathesis reaction using Grubbs' catalyst RuCl2(double bondC(H)Ph)(PCy3)(2) (Cy = cyclohexyl), and the 1,3-dimesitylimidazol-2-ylidene ruthenium benzylidene catalyst RuCl2(double bondC(H)Ph)(PCy3)(IMes) ((IMes) = 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene). The latter proved to be the most efficient catalyst in these transformations.

Original language	English
Pages (from-to)	1989-1991
Number of pages	3
Journal	Organic Letters
Volume	3
Issue number	13
DOIs	https://doi.org/10.1021/ol0159625
Publication status	Published - 28 Jun 2001

Keywords

OLEFIN METATHESIS
COMPLEXES
CATALYSTS
ALCOHOLS
LIGANDS

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title = "Triple ring closing metathesis reaction: Synthesis of adjacent cyclic ethers",

abstract = "Adjacent tris(cyclic ethers) and enol ethers have been synthesized in good yields for the first time via a triple olefin metathesis reaction using Grubbs' catalyst RuCl2(double bondC(H)Ph)(PCy3)(2) (Cy = cyclohexyl), and the 1,3-dimesitylimidazol-2-ylidene ruthenium benzylidene catalyst RuCl2(double bondC(H)Ph)(PCy3)(IMes) ((IMes) = 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene). The latter proved to be the most efficient catalyst in these transformations.",

keywords = "OLEFIN METATHESIS, COMPLEXES, CATALYSTS, ALCOHOLS, LIGANDS",

author = "Heck, \{M P\} and C Baylon and Nolan, \{Steven Patrick\} and C Mioskowski",

year = "2001",

month = jun,

day = "28",

doi = "10.1021/ol0159625",

language = "English",

volume = "3",

pages = "1989--1991",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society (ACS)",

number = "13",

}

TY - JOUR

T1 - Triple ring closing metathesis reaction: Synthesis of adjacent cyclic ethers

AU - Heck, M P

AU - Baylon, C

AU - Nolan, Steven Patrick

AU - Mioskowski, C

PY - 2001/6/28

Y1 - 2001/6/28

N2 - Adjacent tris(cyclic ethers) and enol ethers have been synthesized in good yields for the first time via a triple olefin metathesis reaction using Grubbs' catalyst RuCl2(double bondC(H)Ph)(PCy3)(2) (Cy = cyclohexyl), and the 1,3-dimesitylimidazol-2-ylidene ruthenium benzylidene catalyst RuCl2(double bondC(H)Ph)(PCy3)(IMes) ((IMes) = 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene). The latter proved to be the most efficient catalyst in these transformations.

AB - Adjacent tris(cyclic ethers) and enol ethers have been synthesized in good yields for the first time via a triple olefin metathesis reaction using Grubbs' catalyst RuCl2(double bondC(H)Ph)(PCy3)(2) (Cy = cyclohexyl), and the 1,3-dimesitylimidazol-2-ylidene ruthenium benzylidene catalyst RuCl2(double bondC(H)Ph)(PCy3)(IMes) ((IMes) = 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene). The latter proved to be the most efficient catalyst in these transformations.

KW - OLEFIN METATHESIS

KW - COMPLEXES

KW - CATALYSTS

KW - ALCOHOLS

KW - LIGANDS

U2 - 10.1021/ol0159625

DO - 10.1021/ol0159625

M3 - Article

SN - 1523-7060

VL - 3

SP - 1989

EP - 1991

JO - Organic Letters

JF - Organic Letters

IS - 13

ER -

Triple ring closing metathesis reaction: Synthesis of adjacent cyclic ethers

Abstract

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