Monaco, A;
Szulc, BR;
Rao, ZX;
Barniol-Xicota, M;
Sehailia, M;
Borges, BMA;
Hilton, ST;
(2017)
A Short Total Synthesis of (±)-Lycorane by a Sequential Intramolecular Acylal Cyclisation (IAC) and Intramolecular Heck Addition Reaction.
Chemistry: A European Journal
, 23
(20)
pp. 4750-4755.
10.1002/chem.201700143.
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Abstract
An intramolecular acylal cyclisation (IAC) approach to the synthesis of a range of bicyclic heterocycles is reported. As an example of the utility of the IAC reaction, the methodology was applied in a protecting-group free five-step total synthesis of (±)-lycorane, incorporating a novel intramolecular Heck addition reaction to generate the pentacyclic core structure of the natural product in good yield.
| Type: | Article |
|---|---|
| Title: | A Short Total Synthesis of (±)-Lycorane by a Sequential Intramolecular Acylal Cyclisation (IAC) and Intramolecular Heck Addition Reaction |
| Open access status: | An open access version is available from UCL Discovery |
| DOI: | 10.1002/chem.201700143 |
| Publisher version: | http://dx.doi.org/10.1002/chem.201700143 |
| Language: | English |
| Additional information: | This is the peer reviewed version of the following article: Monaco, A., Szulc, B. R., Rao, Z. X., Barniol-Xicota, M., Sehailia, M., Borges, B. and Hilton, S. (2017), A Short Total Synthesis of (±)-Lycorane by a Sequential Intramolecular Acylal Cyclisation (IAC) and Intramolecular Heck Addition Reaction. Chem. Eur. J.. Accepted Author Manuscript. doi:10.1002/chem.201700143, which has been published in final form at http://dx.doi.org/10.1002/chem.201700143. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving. |
| UCL classification: | UCL UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy > Pharma and Bio Chemistry 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/1542248 |
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