Iron (III) p-toluenesulfonate catalyzed synthesis of homoallyl ethers from acetals and aldehydes

MJ Spafford, ED Anderson, JR Lacey, AC Palma…

Index: Spafford, Matthew J.; Anderson, Erin D.; Lacey, Joshua R.; Palma, Ann C.; Mohan, Ram S. Tetrahedron Letters, 2007 , vol. 48, # 49 p. 8665 - 8667

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Citation Number: 21

Abstract

Iron (III) p-toluenesulfonate, Fe (OTs) 3· 6H2O, 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· 6H2O as a catalyst. The use of mild reaction conditions and a relatively non-corrosive catalyst make this method ...