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Selective Synthesis of Ketones and Chiral Allylic Alcohols from the Addition of Arylboronic Acids to α,β-Unsaturated Aldehydes Mediated by a Transition Metal/Monophosphorus Ligand System
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2022-06-17 , DOI: 10.1021/acs.joc.2c00703
Rui Miao 1 , Jinyong Huang 1 , Yanping Xia 1 , YiFei Wei 1 , Renshi Luo 1, 2 , Lu Ouyang 1
Affiliation  

Here, we demonstrated a transition metal-mediated/monophosphorus ligand system for the selective synthesis of ketones or chiral allylic alcohols in high yields/enantiomeric excess from the 1,2-addition of arylboronic acids to α,β-unsaturated aldehydes. Notably, isomerization of the chiral allylic alcohols to ketones was suppressed by the Ru-catalyzed/monophosphorus ligand system. The asymmetric catalytic system provides an alternative and efficient method of preparing chiral allylic alcohols.

中文翻译:

过渡金属/单磷配体体系介导的芳基硼酸与α,β-不饱和醛的选择性合成酮和手性烯丙醇

在这里,我们展示了一种过渡金属介导的/单磷配体系统,用于通过芳基硼酸与 α,β-不饱和醛的 1,2-加成以高产率/对映体过量选择性合成酮或手性烯丙醇。值得注意的是,Ru催化/单磷配体系统抑制了手性烯丙醇异构化为酮。不对称催化体系提供了另一种制备手性烯丙醇的有效方法。
更新日期:2022-06-17
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