1261120-11-9Relevant articles and documents
N-Heterocyclic Carbene/Lewis Acid Catalyzed Enantioselective Aerobic Annulation of α,β-Unsaturated Aldehydes with 1,3-Dicarbonyl Compounds
Xie, Danbo,Shen, Dan,Chen, Qiliang,Zhou, Jiaqi,Zeng, Xiaofei,Zhong, Guofu
, p. 6136 - 6141 (2016/07/26)
A novel and efficient aerobic asymmetric cyclization reaction of cinnamaldehydes and 1,3-dicarbonyl compounds through oxidative NHC-catalysis has been developed, and it allows the synthesis of a wide range of enantiomeric enriched dihydropyranone derivatives in good yields with good to excellent enantioselectivities. Various α,β-unsaturated aldehydes with aliphatic and aromatic substitution groups and 1,3-dicarbonyl compounds were well tolerated. The air was directly used as the oxidant, which made this asymmetric cyclization reaction in a highly efficient, cheap, and green manner.
N-heterocyclic carbene catalyzed reactions of α-bromo-α,β- unsaturated aldehydes/α,β-dibromoaldehydes with 1,3-dinucleophilic reagents
Yao, Changsheng,Wang, Donglin,Lu, Jun,Li, Tuanjie,Jiao, Weihui,Yu, Chenxia
, p. 1914 - 1917 (2012/03/22)
Carbenes ring true: N-Heterocyclic carbene (NHC) catalyzed reactions of α-bromo-α,β-unsaturated aldehydes/α,β- dibromoaldehydes with 1,3-dinucleophilic reagents, such as 1,3-dicarbonyl compounds, β-enamino ketones, and β-enamino esters through umpolung processes gave functionalized 3,4-dihydropyranones and 3,4-dihydropyridinones (see scheme). The availability of the starting materials, lack of external oxidant, and usefulness of the products make this strategy attractive.
