Enantiospecific Brook Rearrangement of Tertiary Benzylic α-Hydroxysilanes
| Authors |
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| Publication date | 07-08-2018 |
| Journal | European Journal of Organic Chemistry |
| Volume | Issue number | 2018 | 29 |
| Pages (from-to) | 3900-3903 |
| Number of pages | 4 |
| Organisations |
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| Abstract | The Brook rearrangement of simple, chiral tertiary benzylic -hydroxysilanes is presented. The rearrangement followed by proton trapping is enantiospecific and proceeds with inversion of the configuration at the carbon center. Importantly, the [1,2]-Brook rearrangement can be followed by trapping of methyl or allyl electrophiles even in the protic environment, although with minimal retention of chirality. |
| Document type | Article |
| Note | With supplementary file |
| Language | English |
| Published at | https://doi.org/10.1002/ejoc.201701469 |
| Downloads |
Collados_et_al-2018-European_Journal_of_Organic_Chemistry
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