FeCl2‑Mediated Rearrangement of Allylic Alcohols
| Autor: | Brenton DeBoef, Anita A Oppong-Quaicoe |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2019 |
| Předmět: | |
| Zdroj: | ACS Omega, Vol 4, Iss 3, Pp 6077-6083 (2019) ACS Omega |
| ISSN: | 2470-1343 |
| Popis: | A mild, one-pot procedure to produce 3-substituted allylic alcohols from α,β-unsaturated ketones is described. The addition of an organolithium nucleophile produces a tertiary allylic alcohol as an intermediate, which undergoes a 1,3-OH-migration assisted by FeCl2. The proposed mechanism indicates that a syn-facial migration occurs for the major product. Yields as high as 98% for the one-pot reaction are reported. |
| Databáze: | OpenAIRE |
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