Abstract
An efficient organocatalytic method was developed for synthesizing functionalized spiropyrazolone derivatives containing four contiguous stereogenic centres by using a Michael-aldol consecutive reaction. We applied a quinine-derived squaramide catalyst to catalyze a reaction between 3-methyl-1-aryl-2-pyrazolin-5-ones and (E)-5-nitro-6-aryl-hex-5-en-2-ones, realizing the desired spiropyrazolones in moderate-to-good yields (up to 80%) with good-to-excellent stereoselectivities (up to >20:1 dr, 94% ee).
| Original language | English |
|---|---|
| Pages (from-to) | 77474-77480 |
| Number of pages | 7 |
| Journal | RSC Advances |
| Volume | 6 |
| Issue number | 81 |
| DOIs | |
| Publication status | Published - 2016 Jan 1 |
ASJC Scopus subject areas
- Chemistry(all)
- Chemical Engineering(all)
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Cite this
Amireddy, M., & Chen, K. (2016). Organocatalytic one-pot asymmetric synthesis of functionalized spiropyrazolones: Via a Michael-aldol sequential reaction. RSC Advances, 6(81), 77474-77480. https://doi.org/10.1039/c6ra13923j