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Diastereoselective multi-component tandem condensation: synthesis of 2-amino-4-(2-furanone)-4H-chromene-3-carbonitriles.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Gupta, Vijay Sahu, Debashish Jain, Shailja Vanka, Kumar Singh, Ravi P. |
| Copyright Year | 2019 |
| Abstract | A general strategy for a one-pot stereoselective synthesis of 2-amino-4-(2-furanone)-4H-chromene-3-carbonitriles by reaction of salicylaldehyde, malononitrile and butenolides via a tandem Knoevenagel/Pinner/vinylogous Michael condensation is presented. The β,γ-butenolides gave a syn-selective MCR adduct with a dr up to 11.5 : 1. The mechanistic insight into the MCR was obtained by DFT calculations. |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/c9ob01345h |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/c9/ob/c9ob01345h/c9ob01345h1.pdf |
| PubMed reference number | 31573594 |
| Alternate Webpage(s) | https://doi.org/10.1039/c9ob01345h |
| Journal | Medline |
| Journal | Organic & biomolecular chemistry |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |