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Oxidative Rearrangement of Stilbenes to 2,2-Diaryl-2-hydroxyacetaldehydes
[Image: see text] A one-pot oxone-mediated/iodine-catalyzed oxidative rearrangement of stilbenes leading to 2,2-diaryl-2-hydroxyacetaldehydes is described. Control experiments revealed that a 2,2-diarylacetaldehyde was initially formed that undergoes subsequent α-hydroxylation. The resulting α-hydro...
| Autores principales: | , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
American Chemical Society
2020
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| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7542859/ https://www.ncbi.nlm.nih.gov/pubmed/33043198 http://dx.doi.org/10.1021/acsomega.0c03328 |
| _version_ | 1783591621635342336 |
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| author | Kalshetti, Rupali G. Ramana, Chepuri V. |
| author_facet | Kalshetti, Rupali G. Ramana, Chepuri V. |
| author_sort | Kalshetti, Rupali G. |
| collection | PubMed |
| description | [Image: see text] A one-pot oxone-mediated/iodine-catalyzed oxidative rearrangement of stilbenes leading to 2,2-diaryl-2-hydroxyacetaldehydes is described. Control experiments revealed that a 2,2-diarylacetaldehyde was initially formed that undergoes subsequent α-hydroxylation. The resulting α-hydroxyaldehydes have been subjected to a one-pot Still–Gennari olefination followed by cyclization, leading to 5,5-diaryl-γ-butenolides. |
| format | Online Article Text |
| id | pubmed-7542859 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2020 |
| publisher | American Chemical Society |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-75428592020-10-09 Oxidative Rearrangement of Stilbenes to 2,2-Diaryl-2-hydroxyacetaldehydes Kalshetti, Rupali G. Ramana, Chepuri V. ACS Omega [Image: see text] A one-pot oxone-mediated/iodine-catalyzed oxidative rearrangement of stilbenes leading to 2,2-diaryl-2-hydroxyacetaldehydes is described. Control experiments revealed that a 2,2-diarylacetaldehyde was initially formed that undergoes subsequent α-hydroxylation. The resulting α-hydroxyaldehydes have been subjected to a one-pot Still–Gennari olefination followed by cyclization, leading to 5,5-diaryl-γ-butenolides. American Chemical Society 2020-09-24 /pmc/articles/PMC7542859/ /pubmed/33043198 http://dx.doi.org/10.1021/acsomega.0c03328 Text en This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
| spellingShingle | Kalshetti, Rupali G. Ramana, Chepuri V. Oxidative Rearrangement of Stilbenes to 2,2-Diaryl-2-hydroxyacetaldehydes |
| title | Oxidative Rearrangement of Stilbenes to 2,2-Diaryl-2-hydroxyacetaldehydes |
| title_full | Oxidative Rearrangement of Stilbenes to 2,2-Diaryl-2-hydroxyacetaldehydes |
| title_fullStr | Oxidative Rearrangement of Stilbenes to 2,2-Diaryl-2-hydroxyacetaldehydes |
| title_full_unstemmed | Oxidative Rearrangement of Stilbenes to 2,2-Diaryl-2-hydroxyacetaldehydes |
| title_short | Oxidative Rearrangement of Stilbenes to 2,2-Diaryl-2-hydroxyacetaldehydes |
| title_sort | oxidative rearrangement of stilbenes to 2,2-diaryl-2-hydroxyacetaldehydes |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7542859/ https://www.ncbi.nlm.nih.gov/pubmed/33043198 http://dx.doi.org/10.1021/acsomega.0c03328 |
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