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Stereoselective Biginelli-like reaction catalyzed by a chiral phosphoric acid bearing two hydroxy groups.
Beilstein Journal of Organic Chemistry ( IF 2.2 ) Pub Date : 2020-07-31 , DOI: 10.3762/bjoc.16.155
Xiaoyun Hu 1 , Jianxin Guo 1 , Cui Wang 1 , Rui Zhang 1 , Victor Borovkov 2
Affiliation  

To develop new efficient stereoselective catalysts for Biginelli-like reactions, a chiral phosphoric acid bearing two hydroxy groups derived from ʟ-tartaric acid was successfully synthesized via highly regioselective transformations of enantiopure 1,1,4,4-tetraphenylbutanetetraol. The obtained catalyst effectively catalyzed Biginelli-like reactions with moderate to good enantioselectivities. Control experiments indicated that the presence of the two hydroxy groups were indispensable for achieving a high enantioselectivity.

中文翻译:

带有两个羟基的手性磷酸催化的立体选择性Biginelli样反应。

为了开发用于Biginelli样反应的新型有效的立体选择性催化剂,通过对映体纯的1,1,4,4-四苯基丁烷四醇的高度区域选择性转化成功地合成了具有衍生自α-酒石酸的两个羟基的手性磷酸。所获得的催化剂以中等至良好的对映选择性有效地催化了类似Biginelli的反应。对照实验表明,两个羟基的存在对于实现高对映选择性是必不可少的。
更新日期:2020-07-31
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