Abstract
The reaction of primary alkyl or vinyl phenyl ethers ( 1) as well as 2,3-dihydrobenzofuran ( 3) with an excess of lithium powder and a catalytic amount of DTBB (5 %) in THF at room temperature leads to the corresponding organolithium intermediates, which by treatment with different electrophiles [H 2O, D 2O, Me 3SiCl, Bu tCHO, PhCHO, Me 2CO, Et 2CO, (CH 2) 4CO, PCH 2) 5CO, PhCOMe] and final hydrolysis affords the expected products 2 and 4.
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