高碘酸钠/溴化锂介导的烯烃非对映选择性二羟基化反应：普雷沃斯特-伍德沃德反应的催化方法
NaIO4/LiBr-mediated diastereoselective dihydroxylation of olefins: a catalytic approach to the Prevost-Woodward reaction.
作者信息
Emmanuvel Lourdusamy, Shaikh Tanveer Mahammad Ali, Sudalai Arumugam
机构信息
Chemical Engineering and Process Development Division, National Chemical Laboratory, Pune, India.
出版信息
Org Lett. 2005 Oct 27;7(22):5071-4. doi: 10.1021/ol052080n.
PMID:16235960
Abstract
[reaction: see text] LiBr catalyzes efficiently the dihydroxylation of alkenes to afford syn and anti diols with excellent diastereoselectivity depending upon the use of NaIO(4) (30 mol %) or PhI(OAc)(2) (1 equiv), respectively, as the oxidants. The oxidation of non-benzylic halides has been achieved for the first time to afford the corresponding diols in excellent yields.
摘要
[反应：见正文] 溴化锂可有效催化烯烃的二羟基化反应，根据分别使用高碘酸钠（30摩尔%）或二乙酸碘苯（1当量）作为氧化剂，可得到具有优异非对映选择性的顺式和反式二醇。首次实现了非苄基卤化物的氧化反应，以优异的产率得到相应的二醇。
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