Bismuth(III) bromide in organic synthesis. A catalytic method for the allylation of tetrahydrofuranyl and tetrahydropyranyl ethers

Ram S. Mohan; Scott W. Krabbe; Veronica V. Angeles

Bismuth(III) bromide in organic synthesis. A catalytic method for the allylation of tetrahydrofuranyl and tetrahydropyranyl ethers

Ram S. Mohan, Scott W. Krabbe, Veronica V. Angeles

Illinois Wesleyan University

Research output: Journal Article › Article › peer-review

Abstract

A bismuth bromide-catalyzed (10.0 mol %) multicomponent reaction involving the allylation of THF- and THP-ethers, followed by in situ derivatization with acetic anhydride to generate highly functionalized esters has been developed under solvent-free conditions. To the best of our knowledge, this is the first report of a catalytic procedure for the allylation of THF- and THP-ethers to yield ring-opened products.

Original language	American English
Journal	Tetrahedron Letters
Volume	51
State	Published - 2010

Disciplines

Organic Chemistry

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Cite this

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title = "Bismuth(III) bromide in organic synthesis. A catalytic method for the allylation of tetrahydrofuranyl and tetrahydropyranyl ethers",

abstract = " A bismuth bromide-catalyzed (10.0 mol \%) multicomponent reaction involving the allylation of THF- and THP-ethers, followed by in situ derivatization with acetic anhydride to generate highly functionalized esters has been developed under solvent-free conditions. To the best of our knowledge, this is the first report of a catalytic procedure for the allylation of THF- and THP-ethers to yield ring-opened products.",

author = "Mohan, \{Ram S.\} and Krabbe, \{Scott W.\} and Angeles, \{Veronica V.\}",

year = "2010",

language = "American English",

volume = "51",

journal = "Tetrahedron Letters",

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T1 - Bismuth(III) bromide in organic synthesis. A catalytic method for the allylation of tetrahydrofuranyl and tetrahydropyranyl ethers

AU - Mohan, Ram S.

AU - Krabbe, Scott W.

AU - Angeles, Veronica V.

PY - 2010

Y1 - 2010

N2 - A bismuth bromide-catalyzed (10.0 mol %) multicomponent reaction involving the allylation of THF- and THP-ethers, followed by in situ derivatization with acetic anhydride to generate highly functionalized esters has been developed under solvent-free conditions. To the best of our knowledge, this is the first report of a catalytic procedure for the allylation of THF- and THP-ethers to yield ring-opened products.

AB - A bismuth bromide-catalyzed (10.0 mol %) multicomponent reaction involving the allylation of THF- and THP-ethers, followed by in situ derivatization with acetic anhydride to generate highly functionalized esters has been developed under solvent-free conditions. To the best of our knowledge, this is the first report of a catalytic procedure for the allylation of THF- and THP-ethers to yield ring-opened products.

M3 - Article

VL - 51

JO - Tetrahedron Letters

JF - Tetrahedron Letters

ER -