Abstract
The enantiocontrolled total synthesis of (-)-haouamine B pentaacetate was accomplished via an optically active indane-fused β-lactam, which was prepared by a newly developed Friedel-Crafts reaction. Subsequent cleavage of the β-lactam and an intramolecular McMurry coupling reaction provided the core indane-fused tetrahydropyridine, which led to the elucidation of the structure, as proposed by Trauner and Zubía.
Original language | English |
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Pages (from-to) | 13215-13219 |
Number of pages | 5 |
Journal | Angewandte Chemie - International Edition |
Volume | 53 |
Issue number | 48 |
DOIs | |
Publication status | Published - 2014 Nov 24 |
Keywords
- Alkaloids
- Aromatic substitution
- Cross-coupling
- Cyclization
- Total synthesis
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)