Au/Ag-catalyzed intramolecular ring-opening of vinylidene-cyclopropanes (VDCPs): An easy access to functional tetrahydropyrans

Wel Li; Wel Yuan; Surech Pindl; Min Shi; Guigen Li

doi:10.1021/ol902832s

Au/Ag-catalyzed intramolecular ring-opening of vinylidene-cyclopropanes (VDCPs): An easy access to functional tetrahydropyrans

Wel Li, Wel Yuan, Surech Pindl, Min Shi, Guigen Li

Chemistry and Biochemistry

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

30 Scopus citations

Abstract

Chemical Equation Presentation An intramolecular ring-opening of vinylidenecyclopropanes (VDCPs) tethered with alcohol chains has been established. A serles of transition metal catalysts and their combinations have been screened under mild conditions, and a cocatalyst system consisting of [(Ph₃PAu)₃O]BF₄ (4 mol %) and AgOTf (4 mol %) was found to catalyze the reaction to completion within 10-30 min in 1,4-dioxane at 60 °C to give allenefunctionalized tetrahydropyrans

Original language	English
Pages (from-to)	920-923
Number of pages	4
Journal	Organic Letters
Volume	12
Issue number	5
DOIs	https://doi.org/10.1021/ol902832s
State	Published - Mar 5 2010

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10.1021/ol902832s

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title = "Au/Ag-catalyzed intramolecular ring-opening of vinylidene-cyclopropanes (VDCPs): An easy access to functional tetrahydropyrans",

abstract = "Chemical Equation Presentation An intramolecular ring-opening of vinylidenecyclopropanes (VDCPs) tethered with alcohol chains has been established. A serles of transition metal catalysts and their combinations have been screened under mild conditions, and a cocatalyst system consisting of [(Ph3PAu)3O]BF4 (4 mol %) and AgOTf (4 mol %) was found to catalyze the reaction to completion within 10-30 min in 1,4-dioxane at 60 °C to give allenefunctionalized tetrahydropyrans",

author = "Wel Li and Wel Yuan and Surech Pindl and Min Shi and Guigen Li",

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T1 - Au/Ag-catalyzed intramolecular ring-opening of vinylidene-cyclopropanes (VDCPs)

T2 - An easy access to functional tetrahydropyrans

AU - Li, Wel

AU - Yuan, Wel

AU - Pindl, Surech

AU - Shi, Min

AU - Li, Guigen

PY - 2010/3/5

Y1 - 2010/3/5

N2 - Chemical Equation Presentation An intramolecular ring-opening of vinylidenecyclopropanes (VDCPs) tethered with alcohol chains has been established. A serles of transition metal catalysts and their combinations have been screened under mild conditions, and a cocatalyst system consisting of [(Ph3PAu)3O]BF4 (4 mol %) and AgOTf (4 mol %) was found to catalyze the reaction to completion within 10-30 min in 1,4-dioxane at 60 °C to give allenefunctionalized tetrahydropyrans

AB - Chemical Equation Presentation An intramolecular ring-opening of vinylidenecyclopropanes (VDCPs) tethered with alcohol chains has been established. A serles of transition metal catalysts and their combinations have been screened under mild conditions, and a cocatalyst system consisting of [(Ph3PAu)3O]BF4 (4 mol %) and AgOTf (4 mol %) was found to catalyze the reaction to completion within 10-30 min in 1,4-dioxane at 60 °C to give allenefunctionalized tetrahydropyrans

UR - http://www.scopus.com/inward/record.url?scp=77749289666&partnerID=8YFLogxK

U2 - 10.1021/ol902832s

DO - 10.1021/ol902832s

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SN - 1523-7060

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JO - Organic Letters

JF - Organic Letters

IS - 5

ER -

Au/Ag-catalyzed intramolecular ring-opening of vinylidene-cyclopropanes (VDCPs): An easy access to functional tetrahydropyrans

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