Abstract
Succinct and stereoselective: A high-yielding two-step indole ring installation comprising the Stille cross-coupling and a PdII-mediated oxidative heterocyclization was exploited in a concise total synthesis of paspalinine. The trans-anti-trans CDE fused ring system of the heptacyclic natural product was established highly stereoselectively through hydroxy-directed cyclopropanation and allylic selenoxide rearrangement.
Original language | English |
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Pages (from-to) | 12833-12836 |
Number of pages | 4 |
Journal | Angewandte Chemie - International Edition |
Volume | 51 |
Issue number | 51 |
DOIs | |
Publication status | Published - 2012 Dec 14 |
Keywords
- alkaloids
- natural products
- palladium
- paspalinine
- total synthesis
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)