Journal of Organic Chemistry p. 313 - 317 (1984)
Update date:2022-08-03
Topics:
Menicagli, R.
Vecchiani, S.
Malanga, C.
Lardicci, L.
The reaction between 2-ethoxy-5-alkyl-5,6-dichlorotetrahydropyrans and Grignard reagents has been investigated, and the overall results clearly indicate that the reaction provides a useful route to the preparation of highly branched primary, secondary, and tertiary δ-ethoxy alcohols.Experimental evidence is presented to support the occurrence of suitable epoxides as reaction intermediates that may evolve to products either through a pinacol-type isomerization and/or via a cyclic intramolecular rearrangement of a halohydrin halomagnesium salt.
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