Clark, J. S. and Xu, C. (2016) Total synthesis of (–)-nakadomarin A. Angewandte Chemie (International Edition), 55(13), pp. 4332-4335. (doi: 10.1002/anie.201600990)
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Abstract
A highly efficient 12-step synthesis of the marine alkaloid (−)-nakadomarin A has been accomplished. The key advanced intermediate, tetracyclic ketone 13, was constructed in just seven steps using a sequence that includes an asymmetric Pauson-Khand reaction, an Overman rearrangement reaction, a ring-closing metathesis reaction and an amination reaction. Late introduction of the furan (ring C) during the synthesis of (−)-nakadomarin A means that the tetracyclic ketone 13 has the potential to serve as an advanced intermediate for the synthesis of related marine alkaloids.
| Item Type: | Articles |
|---|---|
| Status: | Published |
| Refereed: | Yes |
| Glasgow Author(s) Enlighten ID: | Clark, Professor Stephen |
| Authors: | Clark, J. S., and Xu, C. |
| College/School: | College of Science and Engineering > School of Chemistry |
| Journal Name: | Angewandte Chemie (International Edition) |
| Publisher: | Wiley - V C H Verlag GmbH & Co. KGaA |
| ISSN: | 1433-7851 |
| ISSN (Online): | 1521-3773 |
| First Published: | First published in Angewandte Chemie (International Edition) 128(13):4404-4407 |
| Publisher Policy: | Reproduced in accordance with the copyright policy of the publisher |
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