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

Full Text: HTML

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 ...

Related Articles:

Silicomolybdic acid supported on silica gel: an efficient catalyst for Hosomi–Sakurai reactions

[Murugan, Kaliyappan; Srimurugan, Sankareswaran; Chen, Chinpiao Tetrahedron, 2011 , vol. 67, # 31 p. 5621 - 5629]

Catalytic Use of Elemental Gallium for Carbon–Carbon Bond Formation

[Schneider, Uwe; Dao, Hai T.; Kobayashi, Shu Organic Letters, 2010 , vol. 12, # 11 p. 2488 - 2491]

Synthesis of Carbo-and Heterocyclic Aldehydes Bearing an Adjacent Donor Group–Ozonolysis versus OsO4/KIO4-Oxidation

[Mihovilovic, Marko D.; Spina, Markus; Mueller, Bernhard; Stanetty, Peter Monatshefte fur Chemie, 2004 , vol. 135, # 7 p. 899 - 909]

Trimethysilyl triflate in organic synthesis11Part 11 of this series. Part 10: S. Murata and R. Noyori, Tetrahedron Letters 2107 (1981).

[Noyori, R.; Murata, S.; Suzuki, M. Tetrahedron, 1981 , vol. 37, # 23 p. 3899 - 3910]

More Articles...