The ring-opening allylation and azidation of 2,5-dihydrofurans has been accomplished with allyltrimethylsilane or Me(3)SiN(3) in the presence of catalytic amounts of HAuCl(4) x 3 H(2)O. Whereas the allylation proceeds regioselectively in the 2-position to afford 2,6-dien-1-ols, the azidation takes place in the 4-position exclusively.
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Sawama et al. (2009) studied this question.
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