Abstract
We describe a simple chiral-pool synthesis of (-)-longamide B, (-)-longamide B methyl ester, and (-)-hanishin. The key feature of the total synthesis is the formation of a piperazinone from a 1,2-cyclic sulfamidate and methyl 2-pyrrolecarboxylate, which permits efficient construction of the pyrrolopiperazinone core scaffold.
Original language | English |
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Article number | st-2015-u0727-l |
Pages (from-to) | 616-620 |
Number of pages | 5 |
Journal | Synlett |
Volume | 27 |
Issue number | 4 |
DOIs | |
Publication status | Published - 2016 Mar 1 |
Keywords
- asymmetric synthesis
- hanishin
- heterocycles
- longamide B
- piperazinones
- sulfamidates
ASJC Scopus subject areas
- Organic Chemistry