|
|||||
|
|
On the synthesis of β-bromohydrine ethers via intermolecular alkoxyl radical addition to bicyclo[2.2.1]heptene |
|
| Authors: | Jens Hartung Nina Schneiders Thomas Gottwald |
| Institution: | Fachbereich Chemie, Organische Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Straße, D-67663 Kaiserslautern, Germany |
| Abstract: | Primary, secondary, and tertiary alkoxyl radicals add exo-selectively to the olefinic π-bond in bicyclo2.2.1]heptene to afford exo-2-alkoxybicyclo2.2.1]hept-3-yl radicals, which are trapped with BrCCl3 preferentially from the endo face to furnish β-bromohydrine ethers in 23-67% yield. |
| Keywords: | Alkoxyl radical Homolytic bromination Intermolecular addition Stereoselective synthesis Tertiary thiohydroxamic acid O-esters |
| 本文献已被 ScienceDirect 等数据库收录！ | |