Abstract
Treatment of silyl enol ethers and alk-1-ynes with SnCl4-Bu 3N reagent followed by DBU, leads to cyclopent-2-enones, through [3 + 2] cycloaddition reactions; the initial carbon-carbon bond formation is carbometallation of alkynes, and the second step is a base-promoted intramolecular alkylation which reductively eliminates tin species (DBU = 1,8-diazabicyclo[5.4.0]undec-7-ene).
| Original language | English |
|---|---|
| Pages (from-to) | 1708-1709 |
| Number of pages | 2 |
| Journal | Journal of the Chemical Society, Chemical Communications |
| Issue number | 22 |
| DOIs | |
| Publication status | Published - 1993 Dec 1 |
ASJC Scopus subject areas
- Molecular Medicine
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Yamaguchi, M., Sehata, M., Hayashi, A., & Hirama, M. (1993). Synthesis of cyclopent-2-enones through stepwise [3 + 2] cycloaddition of simple silyl enol ethers and alk-1-ynes. Journal of the Chemical Society, Chemical Communications, (22), 1708-1709. https://doi.org/10.1039/C39930001708