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Relative Reactivities of Acetals and Ethers under Friedel‐Crafts Conditions
Author(s) -
Mayr Herbert,
DauSchmidt JanPeter
Publication year - 1994
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19941270130
Subject(s) - chemistry , reactivity (psychology) , acetal , catalysis , friedel–crafts reaction , lewis acids and bases , medicinal chemistry , organic chemistry , acid catalysis , ether , stereochemistry , medicine , alternative medicine , pathology
Competition experiments have been performed to determine the relative reactivities of acetals and ethers toward allyltrimethylsilane in the presence of catalytic amounts of BF 3 OEt 2 . It is found that acetals R‐CH(OMe) 2 and their phenylogous p ‐anisyl ethers R‐CH( p ‐MeOC 6 H 4 )(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.