Synthetic studies towards the core structure of nakadomarin A by a thioamide-based strategy

Synthetic studies towards the core structure of nakadomarin A by a thioamide-based strategy

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 betwee...

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Bibliographic Details
Main Authors: Chavda, Jai K. (Author), Procopiou, Panayiotis A. (Author), Horton, Peter N. (Author), Coles, Simon J. (Author), Porter, Michael J. (Author)
Format: Article
Language:English
Published: 2014-01.
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Summary: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.

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