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Highly enantioselective [4+2] annulation via organocatalytic Mannich-reductive cyclization: one-pot synthesis of functionalized piperidines.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Kumar, Indresh Ramaraju, Panduga Mir, Nisar A. Singh, Deepika Gupta, Vivek Kumar Rajnikant |
| Copyright Year | 2013 |
| Abstract | A new method for one-pot synthesis of 2,3-substituted piperidine from N-PMP aldimine and aqueous glutaraldehyde via formal [4+2] cycloaddition is reported. This reaction involves organocatalytic direct Mannich reaction-reductive cyclization with high yields (up to 90%) and excellent enantioselectivities (up to >99%). The practicability of this method is also shown at a gram scale as well as through the synthesis of functionalized (-)-anabasine. |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/c3cc42431f |
| PubMed reference number | 23689916 |
| Journal | Medline |
| Volume Number | 49 |
| Issue Number | 50 |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/cc/c3/c3cc42431f/c3cc42431f.pdf |
| Alternate Webpage(s) | https://doi.org/10.1039/c3cc42431f |
| Journal | Chemical communications |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |