Iron(III) p-Toluenesulfonate Catalyzed Synthesis of Homoallyl Ethers from Acetals and Aldehydes

Ram S. Mohan; Matthew J. Spafford; Erin D. Anderson; Joshua R. Lacey; Ann C. Palma

Iron(III) p-Toluenesulfonate Catalyzed Synthesis of Homoallyl Ethers from Acetals and Aldehydes

Ram S. Mohan, Matthew J. Spafford, Erin D. Anderson, Joshua R. Lacey, Ann C. Palma

Illinois Wesleyan University

Research output: Journal Article › Article › peer-review

Abstract

Iron(III) p-toluenesulfonate, Fe(OTs)3.6H20, is an inexpensive, versatile and commercially available catalyst for the allylation of acetals using allyltrimethylsilane to yield homoallyl ethers in moderate to good yields. The one-pot conversion of aldehydes to homoallyl ethers using alkoxysilanes has also been accomplished using Fe(OTs)3.6H20 as a catalyst. The use of mild reaction conditions and a relatively non-corrosive catalyst make this method an attractive option for the synthesis of a range of homoallyl ethers.

Original language	American English
Journal	Tetrahedron Letters
Volume	48
State	Published - 2007

Disciplines

Organic Chemistry

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Cite this

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title = "Iron(III) p-Toluenesulfonate Catalyzed Synthesis of Homoallyl Ethers from Acetals and Aldehydes",

abstract = " Iron(III) p-toluenesulfonate, Fe(OTs)3.6H20, is an inexpensive, versatile and commercially available catalyst for the allylation of acetals using allyltrimethylsilane to yield homoallyl ethers in moderate to good yields. The one-pot conversion of aldehydes to homoallyl ethers using alkoxysilanes has also been accomplished using Fe(OTs)3.6H20 as a catalyst. The use of mild reaction conditions and a relatively non-corrosive catalyst make this method an attractive option for the synthesis of a range of homoallyl ethers.",

author = "Mohan, {Ram S.} and Spafford, {Matthew J.} and Anderson, {Erin D.} and Lacey, {Joshua R.} and Palma, {Ann C.}",

year = "2007",

language = "American English",

volume = "48",

journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Iron(III) p-Toluenesulfonate Catalyzed Synthesis of Homoallyl Ethers from Acetals and Aldehydes

AU - Mohan, Ram S.

AU - Spafford, Matthew J.

AU - Anderson, Erin D.

AU - Lacey, Joshua R.

AU - Palma, Ann C.

PY - 2007

Y1 - 2007

N2 - Iron(III) p-toluenesulfonate, Fe(OTs)3.6H20, is an inexpensive, versatile and commercially available catalyst for the allylation of acetals using allyltrimethylsilane to yield homoallyl ethers in moderate to good yields. The one-pot conversion of aldehydes to homoallyl ethers using alkoxysilanes has also been accomplished using Fe(OTs)3.6H20 as a catalyst. The use of mild reaction conditions and a relatively non-corrosive catalyst make this method an attractive option for the synthesis of a range of homoallyl ethers.

AB - Iron(III) p-toluenesulfonate, Fe(OTs)3.6H20, is an inexpensive, versatile and commercially available catalyst for the allylation of acetals using allyltrimethylsilane to yield homoallyl ethers in moderate to good yields. The one-pot conversion of aldehydes to homoallyl ethers using alkoxysilanes has also been accomplished using Fe(OTs)3.6H20 as a catalyst. The use of mild reaction conditions and a relatively non-corrosive catalyst make this method an attractive option for the synthesis of a range of homoallyl ethers.

M3 - Article

VL - 48

JO - Tetrahedron Letters

JF - Tetrahedron Letters

ER -