Two-directional synthesis and biological evaluation of alkaloid 5-epi-cis-275B′
The first total synthesis of myrmicine ant alkaloid 5-epi-cis-275B0 (4) is presented. A tandem cyclisation stablished the entire core of the structure in a single transformation as well as the required 2,5-anti stereochemistry. Two-directional synthesis was used to furnish the cyclisation precursor...
| Main Authors: | , , , , , , |
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| Format: | Article |
| Published: |
Royal Society of Chemistry
2014
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| Online Access: | https://eprints.nottingham.ac.uk/34270/ |
| Summary: | The first total synthesis of myrmicine ant alkaloid 5-epi-cis-275B0 (4) is presented. A tandem cyclisation stablished the entire core of the structure in a single transformation as well as the required 2,5-anti stereochemistry. Two-directional synthesis was used to furnish the cyclisation precursor 2, as in each of the subsequent steps towards the natural product. The first electrophysiology studies for 4 (against nicotinic acetylcholine receptors) were also conducted, finding modest inhibition of current. |
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