Institute of Organic Chemistry, Westfälische Wilhems-University, Corrensstrasse 40, 48149, Münster, Germany.
Org Lett. 2013 Sep 6;15(17):4548-51. doi: 10.1021/ol402106x. Epub 2013 Aug 9.
Radical azidooxygenation of various alkenes is described. A readily prepared N3-iodine(III) reagent acts as a clean N3-radical precursor. Radical generation is achieved with TEMPONa acting as a mild organic reducing reagent. The C-radical generated after N3-radical addition is efficiently trapped by in situ generated TEMPO. Yields are good to excellent, and for cyclic systems azidooxygenation occurs with excellent diastereoselectivity.
描述了各种烯烃的激进叠氮氧反应。一种易于制备的 N3-碘（III）试剂作为一种清洁的 N3-自由基前体。通过 TEMPONa 作为温和的有机还原试剂实现自由基生成。N3-自由基加成后生成的 C-自由基被原位生成的 TEMPO 有效地捕获。产率良好至优秀，对于环状体系，叠氮氧反应具有极好的非对映选择性。
