Chemistry of Heterocyclic Compounds p. 1324 - 1327 (1988)
Update date:2022-08-04
Topics:
Volynskii, N. P.
Perepelitchenko, L. I.
We have developed a three-stage scheme for the preparative synthesis of 2-substituted tetrahydrofurans from allyl halides and aldehydes to give the first stage - a Grignard reaction - mixed alkoxides, which on treatment with acetic anhydride are converted to 4-acetoxy-1-alkenes.Addition of hydrogen bromide to the latter contrary to Markownikoff's rule gives 4-acetoxy-1-bromoalkanes, which as a result of hydrolysis form 2-R-tetrahydrofurans.
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