Abstract
A novel pyrrolidine-camphor organocatalyst 3 was designed, synthesized and proven to be an efficient catalyst for the asymmetric Michael reaction. Treatment of α,α-disubstituted aldehydes with β-nitroalkenes in the presence of 20 mol% organocatalyst 3 and 20 mol% benzoic acid under solvent-free conditions provided the desired Michael product possessing an all-carbon quaternary center with high chemical yields (up to 99% yield) and high levels of enantioselectivities (up to 95% ee).
| Original language | English |
|---|---|
| Pages (from-to) | 1273-1278 |
| Number of pages | 6 |
| Journal | Advanced Synthesis and Catalysis |
| Volume | 351 |
| Issue number | 9 |
| DOIs | |
| Publication status | Published - 2009 Jun |
Keywords
- Asymmetric catalysis
- Michael reaction
- Quaternary carbon centers
- Solventfree reaction
- β-nitroalkenes
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry
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Dive into the research topics of 'Pyrrolidine-camphor derivative as an organocatalyst for asymmetic michael additions of α,α-disubstituted aldehydes to β-nitroalkenes: Construction of quaternary carbon-bearing aldehydes under solvent-free conditions'. Together they form a unique fingerprint.Datasets
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CCDC 702906: Experimental Crystal Structure Determination
Chang, C. (Creator), Reddy, R. J. (Creator), Chen, K. (Creator) & Li, S. (Creator), Unknown Publisher, 2010
DOI: 10.5517/ccrlfd4, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccrlfd4&sid=DataCite
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