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Rapid access to diverse, trifluoromethyl-substituted alkenes using complementary strategies† †Electronic supplementary information (ESI) available. CCDC 1811877, 1817386–1817390. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc05420c
| Content Provider | Semantic Scholar |
|---|---|
| Author | Phelan, James P. Wiles, Rebecca J. Lang, Simon B. Kelly, Christopher B. Molander, Gary A. |
| Copyright Year | 2018 |
| Abstract | Two synergistic approaches to the facile assembly of complex α-trifluoromethyl alkenes are described. Using α-trifluoromethyl-β-silyl alcohols as masked trifluoromethyl alkenes, cross-coupling or related functionalization processes at distal electrophilic sites can be executed without inducing Peterson elimination. Subsequent Lewis acidic activation affords functionalized α-trifluoromethyl alkenes. Likewise, the development of a novel α-trifluoromethylvinyl trifluoroborate reagent complements this approach and allows a one-step cross-coupling of (hetero)aryl halides to access a broad array of complex α-trifluoromethyl alkenes. |
| Starting Page | 3215 |
| Ending Page | 3220 |
| Page Count | 6 |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/c7sc05420c |
| PubMed reference number | 29732105 |
| Journal | Medline |
| Volume Number | 9 |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/c7/sc/c7sc05420c/c7sc05420c1.pdf |
| Alternate Webpage(s) | https://ftp.ncbi.nlm.nih.gov/pub/pmc/oa_pdf/29/c0/SC-009-C7SC05420C.PMC5916225.pdf |
| Alternate Webpage(s) | http://pubs.rsc.org/en/content/articlepdf/2018/sc/c7sc05420c |
| Alternate Webpage(s) | https://doi.org/10.1039/c7sc05420c |
| Journal | Chemical science |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |