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Rh-catalyzed desymmetrization of α-quaternary centers by isomerization-hydroacylation† †Electronic supplementary information (ESI) available: Materials and methods, reaction procedures, characterization data. CCDC 1056687, 1062118. For ESI and crystallographic data in CIF or other electronic format
| Content Provider | Semantic Scholar |
|---|---|
| Author | Park, Jung-Woo Kou, Kevin G. M. Kim, Daniel K. Dong, Vy M. |
| Copyright Year | 2015 |
| Abstract | We describe a Rh-catalyzed desymmetrization of all-carbon quaternary centers from α,α-bis(allyl)aldehydes by a cascade featuring isomerization and hydroacylation. This desymmetrization competes with two other novel olefin functionalizations that are triggered by C-H bond activation, including carboacylation and bisacylation. A BIPHEP ligand promotes enantioselective formation of α-vinylcyclopentanones. Mechanistic studies support irreversible and enantioselective olefin-isomerization followed by olefin-hydroacylation. |
| Starting Page | 4479 |
| Ending Page | 4483 |
| Page Count | 5 |
| File Format | PDF HTM / HTML |
| Alternate Webpage(s) | https://cloudfront.escholarship.org/dist/prd/content/qt7rf2b303/qt7rf2b303.pdf?t=pcqonm |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/c5/sc/c5sc01553g/c5sc01553g1.pdf |
| PubMed reference number | 26508999v1 |
| Volume Number | 6 |
| Journal | Chemical science |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |