Reversible aqueous metathesis reactions for potential application in dynamic combinatorial chemistry

Luke Hunter; Glenn C. Condie; Margaret M. Harding

doi:10.1016/j.tetlet.2010.07.105

Reversible aqueous metathesis reactions for potential application in dynamic combinatorial chemistry

Luke Hunter, Glenn C. Condie, Margaret M. Harding

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

23 Citations (Scopus)

Abstract

Solutions of heterocycles having an allyl sulfide unit and simple alkenes in 50% t-BuOH/H₂O undergo reversible olefin metathesis reactions with the second generation Hoveyda-Grubbs catalyst. The choice of functional groups is limited by competitive chelation of some heterocycles with the catalyst, and other stereoelectronic effects.

Original language	English
Pages (from-to)	5064-5067
Number of pages	4
Journal	Tetrahedron Letters
Volume	51
Issue number	38
DOIs	https://doi.org/10.1016/j.tetlet.2010.07.105
Publication status	Published - 2010
Externally published	Yes

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10.1016/j.tetlet.2010.07.105

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title = "Reversible aqueous metathesis reactions for potential application in dynamic combinatorial chemistry",

abstract = "Solutions of heterocycles having an allyl sulfide unit and simple alkenes in 50% t-BuOH/H2O undergo reversible olefin metathesis reactions with the second generation Hoveyda-Grubbs catalyst. The choice of functional groups is limited by competitive chelation of some heterocycles with the catalyst, and other stereoelectronic effects.",

keywords = "Allyl sulfides, Aqueous metathesis, Dynamic combinatorial chemistry, Reversible metathesis",

author = "Luke Hunter and Condie, {Glenn C.} and Harding, {Margaret M.}",

year = "2010",

doi = "10.1016/j.tetlet.2010.07.105",

language = "English",

volume = "51",

pages = "5064--5067",

journal = "Tetrahedron Letters",

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T1 - Reversible aqueous metathesis reactions for potential application in dynamic combinatorial chemistry

AU - Hunter, Luke

AU - Condie, Glenn C.

AU - Harding, Margaret M.

PY - 2010

Y1 - 2010

N2 - Solutions of heterocycles having an allyl sulfide unit and simple alkenes in 50% t-BuOH/H2O undergo reversible olefin metathesis reactions with the second generation Hoveyda-Grubbs catalyst. The choice of functional groups is limited by competitive chelation of some heterocycles with the catalyst, and other stereoelectronic effects.

AB - Solutions of heterocycles having an allyl sulfide unit and simple alkenes in 50% t-BuOH/H2O undergo reversible olefin metathesis reactions with the second generation Hoveyda-Grubbs catalyst. The choice of functional groups is limited by competitive chelation of some heterocycles with the catalyst, and other stereoelectronic effects.

KW - Allyl sulfides

KW - Aqueous metathesis

KW - Dynamic combinatorial chemistry

KW - Reversible metathesis

UR - http://www.scopus.com/inward/record.url?scp=78549273321&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2010.07.105

DO - 10.1016/j.tetlet.2010.07.105

M3 - Article

SN - 0040-4039

VL - 51

SP - 5064

EP - 5067

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 38

ER -

Reversible aqueous metathesis reactions for potential application in dynamic combinatorial chemistry

Abstract

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