Potassium 2-oxo-3-enoates as Effective and Versatile Surrogates for α, β-Unsaturated Aldehydes in NHC-Catalyzed Asymmetric Reactions

作者：Gao, Yaru; Ma, Yafei; Xu, Chen; Li, Lin; Yang, Tianjian; Sima, Guoqing; Fu, Zhenqian^*; Huang, Wei^*

来源：Advanced Synthesis & Catalysis, 2018, 360(3): 479-484.

DOI：10.1002/adsc.201701413

• asymmetric catalysis
• N-heterocyclic carbene
• surrogate
• alpha,beta-unsaturated aldehyde
• 2-oxo-3-enoates

Potassium 2-oxo-3-enoates, which are readily prepared at scale and easily stored, have been found to be effective and versatile surrogates for alpha, beta-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 alpha, beta-unsaturated acyl azolium intermediate. The reactions have broad substrate scopes with high enantioselectivities.

• 出版日期2018-2-1
• 单位西北工业大学; 南京工业大学; 东北师范大学