(-)-(S)-Nakinadine B: first asymmetric synthesis
(-)-(S)-Nakinadine B has been synthesized for the first time (in 9 steps and 17% overall yield from commercially available atropic acid) using the conjugate addition of lithium dibenzyl-amide to an N-α-phenylacryloyl SuperQuat derivative with in situ diastereoselective enolate protonation as the key...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2012-09, Vol.48 (74), p.9236-9238 |
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| container_end_page | 9238 |
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| container_issue | 74 |
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| container_title | Chemical communications (Cambridge, England) |
| container_volume | 48 |
| creator | Davies, Stephen G Lee, James A Roberts, Paul M Shah, Rushabh S Thomson, James E |
| description | (-)-(S)-Nakinadine B has been synthesized for the first time (in 9 steps and 17% overall yield from commercially available atropic acid) using the conjugate addition of lithium dibenzyl-amide to an N-α-phenylacryloyl SuperQuat derivative with in situ diastereoselective enolate protonation as the key step. |
| doi_str_mv | 10.1039/c2cc34808j |
| format | Article |
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| fulltext | fulltext |
| identifier | ISSN: 1359-7345 |
| ispartof | Chemical communications (Cambridge, England), 2012-09, Vol.48 (74), p.9236-9238 |
| issn | 1359-7345 1364-548X |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1283691448 |
| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Alkaloids - chemical synthesis Alkaloids - chemistry Asymmetry Chemistry Techniques, Synthetic Conjugates Derivatives Lithium Models, Molecular Molecular Conformation Protonation Pyridines - chemical synthesis Pyridines - chemistry Synthesis |
| title | (-)-(S)-Nakinadine B: first asymmetric synthesis |
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