二羟基化
化学
烯烃
选择性
试剂
二醇
醋酸
水解
有机化学
过氧化物
碱性水解
组合化学
催化作用
对映选择合成
作者
Carla Alamillo‐Ferrer,Stuart C. Davidson,Michael J. Rawling,Natalie H. Theodoulou,Matthew Campbell,P. G. Humphreys,Alan R. Kennedy,Nicholas C. O. Tomkinson
出处
期刊:Organic Letters
[American Chemical Society]
日期:2015-10-01
卷期号:17 (20): 5132-5135
被引量:31
标识
DOI:10.1021/acs.orglett.5b02674
摘要
Malonoyl peroxide 1, prepared in a single step from the commercially available diacid, is an effective reagent for the anti-dihydroxylation of alkenes. Reaction of 1 with an alkene in the presence of acetic acid at 40 °C followed by alkaline hydrolysis leads to the corresponding diol (35-92%) with up to 13:1 anti-selectivity. A mechanism consistent with experimental findings is proposed that accounts for the selectivity observed.
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