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Potassium 2‐oxo‐3‐enoates as Effective and Versatile Surrogates for α, β‐Unsaturated Aldehydes in NHC‐Catalyzed Asymmetric Reactions
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2017-12-11 , DOI: 10.1002/adsc.201701413
Yaru Gao 1 , Yafei Ma 1 , Chen Xu 1 , Lin Li 1 , Tianjian Yang 1 , Guoqing Sima 1 , Zhenqian Fu 1, 2 , Wei Huang 1, 3
Affiliation  

Potassium 2‐oxo‐3‐enoates, which are readily prepared at scale and easily stored, have been found to be effective and versatile surrogates for α,β‐unsaturated aldehydes in NHC‐catalyzed asymmetric reactions. Promoted by chiral N‐heterocyclic carbenes combined with LiCl, these easy‐to‐handle solid salts could release of CO2 and then undergo asymmetric reactions via homoenolate and α, β‐unsaturated acyl azolium intermediate. The reactions have broad substrate scopes with high enantioselectivities.

中文翻译:

2-羟基-3-烯酸钾可作为NHC催化的不对称反应中α,β-不饱和醛的有效且多用途的替代物

2-羟基-3-烯酸钾很容易大规模制备并易于储存,已被发现是NHC催化的不对称反应中α,β-不饱和醛的有效且多用途的替代物。这些易处理的固体盐在手性N-杂环卡宾与LiCl的共同作用下可以释放出CO 2,然后通过同烯酸酯和α,β-不饱和酰基偶氮中间体发生不对称反应。反应具有高对映选择性的广泛的底物范围。
更新日期:2017-12-11
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