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5465665 
Journal Article 
Zeolite beta induced rearrangement of alkoxybenzyl allyl ethers to aldehydes and ketones. Part IV. Investigation of the reaction conditions 
Wennerberg, J; Olofsson, C; Frejd, T 
1998 
Yes 
Acta Chemica Scandinavica
ISSN: 0904-213X
EISSN: 1902-3103 
52 
2 
232-235 
English 
WOS:000071860500013 
The reaction conditions for the rearrangement of p-methoxybenzyl allyl ether 1 have been investigated with respect to catalysts and solvents. Zeolite β was the best catalyst but zeolite Y and mordenite were also effective. The Lewis acids BF3·OEt2, (iPrO)2TiCl2 and AlMe2Cl induced the rearrangment but were considerably less efficient than the solid catalysts. Protic acids were not very useful owing to the formation of too many products. Among the solvents tested dichloromethane and 1,1,2-trichloroethane were the most useful even though the rearrangement took place in several other solvents. Interestingly, 1 rearranged spontaneously on dissolution in 1,1,1,3,3,3-hexafluoropropan-2-ol (HFP). © Acta Chemica Scandinavica 1998.