Desymmetrization of Cyclohexadienones via Bronsted Acid-Catalyzed Enantioselective Oxo-Michael Reaction

Desymmetrization of Cyclohexadienones via Bronsted Acid-Catalyzed Enantioselective Oxo-Michael Reaction
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通过布朗斯台德酸催化的对映选择性氧化-迈克尔反应进行环己二烯酮的去对称化

DOI:
10.1021/ja100207s
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发表时间:
2010-03-31
影响因子:
15
通讯作者:
You, Shu-Li
You, Shu-Li
中科院分区:
化学1区
文献类型:
--
作者:
Gu, Qing;Rong, Zi-Qiang;You, Shu-Li

文献摘要

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在手性磷酸催化下,环己二烯酮通过对映体选择性的氧代Michael反应实现了去对称化,得到了高对映体富集的1,4-二氧六环和四氢呋喃衍生物。新建立的方法允许cleroindicins C,D和F的简单的对映选择性合成。
Desymmetrization of cyclohexadienones via enantioselective oxo-Michael reaction catalyzed by chiral phosphoric acid to afford highly enantioenriched 1,4-dioxane and tetrahydrofuran derivatives in excellent yields has been realized. The newly established methodology allows the facile enantioselective synthesis of cleroindicins C, D, and F.