Abstract
An effective wake-up call: Stable α,β-unsaturated esters were activated by the addition of a chiral N-heterocyclic carbene (NHC) organocatalyst, and the resulting reactive Michael acceptor intermediates reacted with enamide nucleophiles to furnish optically pure products (see scheme; Ts=p-toluenesulfonyl). These products can be converted readily into bioactive δ-lactams, piperidines, and their derivatives.
| Original language | English |
|---|---|
| Pages (from-to) | 8592-8596 |
| Number of pages | 5 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 52 |
| Issue number | 33 |
| DOIs | |
| Publication status | Published - Aug 12 2013 |
| Externally published | Yes |
ASJC Scopus Subject Areas
- Catalysis
- General Chemistry
Keywords
- esters
- lactams
- LUMO activation
- N-heterocyclic carbenes
- organocatalysis