Rhodium‐Catalyzed Chemo‐ and Enantioselective Hydrogenation of Alkynyl‐Aryl Hydrazones,Advanced Synthesis & Catalysis

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Rhodium‐Catalyzed Chemo‐ and Enantioselective Hydrogenation of Alkynyl‐Aryl Hydrazones
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2018-04-17 , DOI: 10.1002/adsc.201800243
Dongyang Fan ₁ , Yanhua Hu ₂ , Feng Jiang ₂ , Zhenfeng Zhang ₁ , Wanbin Zhang _{1,

3}

Affiliation

As an update of our continuous interest in the hydrogenation of hydrazones, a chemo‐ and enantioselective hydrogenation of alkynyl‐aryl hydrazones was developed using a rhodium complex [Rh((R,Sp)‐JosiPhos)(cod)]SbF₆ as the catalyst and benzoic acid as an additive. Directed by a p‐nitrobenzamido group, the chiral propargyl hydrazines, which can be easily converted to chiral propargylamines of significant importance and potential use, were obtained with good yields, excellent chemoselectivities and good to excellent enantioselectivities. Although the enantioselectivity of the reaction and the substrate/catalyst ratio require further refinement, the reported methodology provides an alternative route for the efficient preparation of chiral propargylamines.

中文翻译：

铑催化炔基-芳烃Che的化学和对映选择性加氢

为了不断提高对hydr的氢化的兴趣，使用铑配合物[Rh（（R，Sp）-JosiPhos）（cod）] SbF ₆作为催化剂开发了炔基-芳基的化学和对映选择性氢化和苯甲酸作为添加剂。由p指示‐硝基苯甲酰胺基，手性炔丙基肼，可以容易地转化为具有重要意义和潜在用途的手性炔丙基胺，收率高，化学选择性好，对映选择性好。尽管反应的对映选择性和底物/催化剂的比例需要进一步完善，但是所报道的方法为有效制备手性炔丙基胺提供了另一种途径。

更新日期：2018-04-17

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