Chavda, JK;
Procopiou, PA;
Horton, PN;
Coles, SJ;
Porter, MJ;
(2014)
Synthetic Studies Towards the Core Structure of Nakadomarin A by a Thioamide-Based Strategy.
European Journal Of Organic Chemistry
, 2014
(1)
129 - 139.
10.1002/ejoc.201301063.
![[thumbnail of 129_ftp.pdf]](https://discovery.ucl.ac.uk/style/images/fileicons/application_pdf.png) Preview |
PDF
129_ftp.pdf Available under License : See the attached licence file. Download (838kB) |
Abstract
The tricyclic BCD substructure of the marine natural product nakadomarin A has been synthesised. The strategy utilised a key carbon–carbon bond-forming reaction between a furan and an N-acyliminium ion derived from a secondary thiolactam. In addition, a novel three-component coupling reaction between a thioamide, an allylic bromide and an isocyanate, leading to the establishment of two new stereogenic centres, is reported.
| Type: | Article |
|---|---|
| Title: | Synthetic Studies Towards the Core Structure of Nakadomarin A by a Thioamide-Based Strategy |
| Open access status: | An open access version is available from UCL Discovery |
| DOI: | 10.1002/ejoc.201301063 |
| Publisher version: | http://dx.doi.org/10.1002/ejoc.201301063 |
| Language: | English |
| Additional information: | © 2014 The Authors. Published by WILEY-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
| Keywords: | Natural products, Alkaloids, Sigmatropic rearrangement, Multicomponent reactions |
| UCL classification: | UCL 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/1421004 |
Archive Staff Only
 |
View Item |
