Iron(III) chloride-catalyzed convenient one-pot synthesis of homoallyl benzyl ethers starting from aldehydes.

Org Lett

Department of Environmental Sciences, Faculty of Science, Ibaraki University, 2-1-1 Bunkyo, Mito 310-8512, Japan.

Published: August 2003

[reaction: see text] Iron(III) chloride-catalyzed effective allylation reactions of acetals with allyltrimethylsilane proceeded smoothly in high to excellent yields. In addition, this method could be applied to the one-pot synthesis of homoallyl benzyl ethers by a combination of dibenzyl acetalization of aldehydes and consecutive allylation of dibenzyl acetals.

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http://dx.doi.org/10.1021/ol035019wDOI Listing

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