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Mayr, Herbert and Dau-Schmidt, Jan-Peter (1994): Relative Reactivities of Acetals and Ethers under Friedel-Crafts Conditions. In: Chemische Berichte, Vol. 127, No. 1: pp. 213-217 [PDF, 1MB]

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Competition experiments have been performed to determine the relative reactivities of acetals and ethers toward allyltrimethylsilane in the presence of catalytic amounts of BF3 OEt2. It is found that acetals R-CH(OMe)2 and their phenylogous p-anisyl ethers R-CH(p-MeOC6H4)(OMe) show very little differences in reactivity. The reactivity scales are employed to rationalize the results of Lewis acid-catalyzed additions of acetals and ethers to CC double bonds.

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