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

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 us...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron 2016-02, Vol.72 (7), p.1036-1041
Main Authors: Chernykh, Anton V., Feskov, Illia O., Chernykh, Alla V., Daniliuc, Constantin G., Tolmachova, Nataliya A., Volochnyuk, Dmitriy M., Radchenko, Dmytro S.
Format: Article
Language:English
Subjects:
Analogs
Carbonyl groups
Conformational restriction
Fluorination
Fluorine
Non-flattened building blocks
Scaffolds
Spiro compounds
Synthesis
Tetrahedrons
Three dimensional
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2015.12.081