Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
Org Lett. 2010 Apr 2;12(7):1552-5. doi: 10.1021/ol100290a.
PhI(OAc)(2) in the presence of OsO(4) (cat.) and 2,6-lutidine cleaves olefinic bonds to yield the corresponding carbonyl compounds, albeit, in some cases, with alpha-hydroxy ketones as byproduct. A more practical and clean protocol to effect oxidative cleavage of olefinic bonds involves NMO, OsO(4) (cat.), 2,6-lutidine, and PhI(OAc)(2).
PhI(OAc)(2) 在 OsO(4)(催化剂)和 2,6- 二甲基吡啶的存在下断裂烯烃键,生成相应的羰基化合物,但在某些情况下,会产生α-羟基酮等副产物。一种更实用、更清洁的方法是使用 NMO、OsO(4)(催化剂)、2,6- 二甲基吡啶和 PhI(OAc)(2) 来实现烯烃键的氧化断裂。