Reductive Ring-Opening 1,3-Difunctionalizations of Arylcyclopropanes with Sodium Metal
| Autor: | Hideki Yorimitsu, Atsushi Kaga, Shuo Wang |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
010405 organic chemistry
Metalation Sodium Organic Chemistry chemistry.chemical_element Epoxide reduction metalation 010402 general chemistry Oxetane Ring (chemistry) diastereoselectivity electron transfer 01 natural sciences 0104 chemical sciences chemistry.chemical_compound carbanions chemistry Polymer chemistry Electrophile cleavage Selectivity ring opening sodium Carbanion |
| Zdroj: | Synlett. 32(2):219-223 |
| ISSN: | 0936-5214 |
| Popis: | Sodium dispersion promotes reductive ring opening of arylcyclopropanes. The presence of a reduction-resistant electrophile, such as methoxypinacolatoborane, epoxide, oxetane, paraformaldehyde, or chlorotrimethylsilane, during the reductive ring opening event leads to the formation of 1,3-difunctionalized 1-arylalkanes by immediate trappings of the resulting two reactive carbanions. In particular, the ring-opening 1,3-diborylations of arylcyclopropanes afford 1,3-diborylalkanes with high syn selectivity. |
| Databáze: | OpenAIRE |
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