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Asymmetric carbon-carbon bond formation gamma to a carbonyl group: phosphine-catalyzed addition of nitromethane to allenes.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Smith, Sean Wesley Fu, Gregory C. |
| Copyright Year | 2009 |
| Abstract | A chiral phosphine catalyzes the addition of a carbon nucleophile to the gamma position of an electron-poor allene (amide-, ester-, or phosphonate-substituted), in preference to isomerization to a 1,3-diene, in good ee and yield. This strategy provides an attractive method for the catalytic asymmetric gamma functionalization of carbonyl (and related) compounds. |
| File Format | PDF HTM / HTML |
| DOI | 10.1021/ja9061823 |
| PubMed reference number | 19772285 |
| Journal | Medline |
| Volume Number | 131 |
| Issue Number | 40 |
| Alternate Webpage(s) | http://dspace.mit.edu/openaccess-disseminate/1721.1/67692 |
| Alternate Webpage(s) | http://dspace.mit.edu/bitstream/handle/1721.1/67692/nihms147483.pdf;jsessionid=A87BB04C9179AC27CA35AFBFE3FF330F?sequence=1 |
| Alternate Webpage(s) | https://doi.org/10.1021/ja9061823 |
| Journal | Journal of the American Chemical Society |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |