Abstract
A chiral squaramide-organocatalyzed, highly enantioselective Michael addition of 2-hydroxy-1,4-naphthoquinones to nitroalkenes has been developed. This reaction afforded the chiral naphthoquinones in excellent yields (up to 99%) and excellent enantioselectivity (up to 98% ee) under very low catalyst loading (0.25 mol%). This organocatalytic asymmetric Michael addition provides an efficient alternative route toward the synthesis of chiral functionalized naphthoquinones.
| Original language | English |
|---|---|
| Pages (from-to) | 1241-1246 |
| Number of pages | 6 |
| Journal | Advanced Synthesis and Catalysis |
| Volume | 353 |
| Issue number | 8 |
| DOIs | |
| Publication status | Published - May 2011 |
Keywords
- Michael addition
- asymmetric catalysis
- naphthoquinones
- nitroalkenes
- organocatalysis
- squaramides
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