Synlett

Efficient Brønsted Acid Catalyzed Hosomi-Sakurai Reaction of Acetals

D Kampen, B List

Index: Kampen, Daniela; List, Benjamin Synlett, 2006 , # 16 p. 2589 - 2592

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Citation Number: 17

Abstract

With this reaction design in mind, we have studied several different Brønsted acids for the reaction of benzaldehyde acetal 1a with allylsilane 3 to give homoallylic ether 5a (Table [1] ). In initial experiments, acetonitrile was found to be the best solvent. While the modestly acidic diphenyl phosphate) (PPA) gave some conversion (entries 1 and 2), stronger acids such as trifluoroacetic acid (TFA; entries 3 and 4) and in particular sulfonic acids as well as sulfuric acid (entries ...