Article ; Online: Organophosphorus-Catalyzed Borylative Ring-Opening of Vinylcyclopropanes: A Stereoselective Route to δ-Valerolactones.
Organic letters
2023 Volume 25, Issue 11, Page(s) 1805–1810
Abstract: We report an operationally simple route to δ-valerolactones through an organophosphorus-catalyzed borylative ring-opening/allylation of vinylcyclopropanes providing δ-hydroxy esters stereoselectively. The δ-hydroxy esters were lactonized to obtain ... ...
| Abstract | We report an operationally simple route to δ-valerolactones through an organophosphorus-catalyzed borylative ring-opening/allylation of vinylcyclopropanes providing δ-hydroxy esters stereoselectively. The δ-hydroxy esters were lactonized to obtain densely substituted δ-valerolactones. The present methodology exhibited enhanced functional group tolerance compared to the existing metal-mediated methods. A plausible mechanism for borylative ring-opening reaction has been suggested. |
|---|---|
| Language | English |
| Publishing date | 2023-03-15 |
| Publishing country | United States |
| Document type | Journal Article |
| ISSN | 1523-7052 |
| ISSN (online) | 1523-7052 |
| DOI | 10.1021/acs.orglett.2c04284 |
| Database | MEDical Literature Analysis and Retrieval System OnLINE |
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