1999 rearrangements

rearrangementsO 0140

25 - 050Zeolite β Induced Rearrangement of Allyl Benzyl Ethers. Part 6.Variation of the Aromatic Part and Synthesis of DihydronaphthaleneDerivatives. — The title reaction is studied with respect to the substitutionof the aromatic ring. Strong electron-donating substituents seem to be necessaryto achieve high yields of 4-arylbutanals. In some cases the resulting aldehydesundergo spontaneous cyclization to give dihydronaphthalene derivatives. Thereplacement of the benzylic part by other structures like cyclopropylmethyl orgalactosyl do not result in successful rearrangements. — (WENNERBERG,JOHAN; EK, FEDRIK; HANSSON, ANNA; FREJD, TORBJOERN; J. Org.Chem. 64 (1999) 1, 54-59; Dep. Chem., Lund Univ., S-221 00 Lund, Swed.;EN)

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