Merging of Palladium and Organocatalysis Enabled Asymmetric Decarboxylative (2+1) Cycloadditions toward Cyclopropanes

被引:0
作者
Yan, Biwei [1 ]
Ma, Pengchen [2 ,3 ]
Shu, Xiao [1 ]
Yin, Wenhao [1 ]
Guo, Wusheng [1 ]
机构
[1] Xi An Jiao Tong Univ, Frontier Inst Sci & Technol FIST, Xian 710049, Peoples R China
[2] Xi An Jiao Tong Univ, Minist Educ, Sch Chem, Xian Key Lab Sustainable Energy Mat Chem, Xian 710049, Peoples R China
[3] Xi An Jiao Tong Univ, Minist Educ, Engn Res Ctr Energy Storage Mat & Devices, Xian 710049, Peoples R China
关键词
C-BOND ACTIVATION; CATALYSIS; COMPLEXES; PK(A)S;
D O I
10.1021/acs.orglett.4c01088
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A cascade reaction enabling enantio- and diastereoselective construction of strained cyclopropanes is described. This asymmetric (2+1) annulation process uses vinyl methylene carbonate and 2-cyanoacrylate as reaction partners in the presence of Pd(PPh3)(4) as a precatalyst and an enantioenriched phosphoramidite ligand featuring a morpholine functionality. Mechanistic investigations unveil that the PPh3 derived from the Pd(PPh3)(4) and the morpholine-containing phosphoramidite work as cooperative phosphorus and Br & oslash;nsted base catalysts to promote the reaction.
引用
收藏
页码:4274 / 4279
页数:6
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