二醋酸碘苯、N-甲基吗啉氧化物和催化量 OsO4 促进的烯烃键氧化断裂的简便方法。
An expedient procedure for the oxidative cleavage of olefinic bonds with PhI(OAc)2, NMO, and catalytic OsO4.
机构信息
Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
出版信息
Org Lett. 2010 Apr 2;12(7):1552-5. doi: 10.1021/ol100290a.
Abstract
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).
摘要
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。
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