Promontorio, R;
Richard, J-A;
Marson, CM;
(2018)
Late-stage fluorination of bridged scaffolds: chemoselective generation of a CHF group at three positions of the bicyclo[3.3.1]nonane system.
Tetrahedron Letters
, 59
(13)
pp. 1226-1229.
10.1016/j.tetlet.2018.02.038.
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Abstract
Monofluorobicyclo[3.3.1]nonane derivatives were prepared by late-stage fluorination, often proceeding with control of stereochemistry. Introduction of fluorine at the 3-, 6- or 7-position was achieved chemoselectively, the bicyclo system being constructed by a tandem one-pot Michael-aldol annulation. The major conformer was deduced for each of the fluorobicyclo compounds prepared, each possessing a unique CF orientation on a common rigid bridged scaffold that can be polysubstituted.
| Type: | Article |
|---|---|
| Title: | Late-stage fluorination of bridged scaffolds: chemoselective generation of a CHF group at three positions of the bicyclo[3.3.1]nonane system |
| Open access status: | An open access version is available from UCL Discovery |
| DOI: | 10.1016/j.tetlet.2018.02.038 |
| Publisher version: | https://doi.org/10.1016/j.tetlet.2018.02.038 |
| Language: | English |
| Additional information: | Copyright © 2018 The Authors. This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/). |
| UCL classification: | UCL UCL > Provost and Vice Provost Offices UCL > Provost and Vice Provost Offices > UCL BEAMS UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry |
| URI: | https://discovery.ucl.ac.uk/id/eprint/10046123 |
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