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Synthesis of fluorinated building blocks based on spiro[3.3]heptane scaffold

Tetrahedron 2016, 72 (7), 1036-1041

DOI: 10.1016/j.tet.2015.12.081

Chernykh A. V.; Feskov I. O.; Chernykh A. V.; Daniliuc C. G.; Tolmachova N. A.; Volochnyuk D. M.; Radchenko D. S.

New non-flattened amino group-containing building blocks and fluorinated analogs based on the spiro[3.3]heptane motif were synthesized. The syntheses included a challenging deoxofluorination of sterically hindered carbonyl groups via an intermediate carbocation. The synthesized compounds could be useful in medicinal chemistry due to their three-dimensional shape, and a different pattern of the fluorine substitution.

Synthesis of fluorinated building blocks based on spiro[3.3]heptane scaffold

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