Asymmetric Synthesis of Allylic Sulfonic Acids: Enantio- and Regioselective Iridium-Catalyzed Allylations of Na2SO3

被引:18
作者
Liu, Wei [1 ]
Zhao, Xiao-ming [1 ]
Zhang, Hong-bo [1 ]
Zhang, Liang [1 ]
Zhao, Ming-zhu [1 ]
机构
[1] Tongji Univ, Dept Chem, State Key Lab Pollut Control & Resource Reuse, Shanghai 200092, Peoples R China
关键词
enantioselectivity; regioselectivity; sodium sulfite; sulfonation; sulfonic acids; BETA-LACTAM ANTIBIOTICS; ALPHA; BETA-DISUBSTITUTED GAMMA-NITRO; ENANTIOSELECTIVE SYNTHESIS; CONJUGATE ADDITION; KINETIC RESOLUTION; SUBSTITUTION; ESTERS; ALKYLATION; CARBONATES; COMPLEXES;
D O I
10.1002/chem.201405058
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An enantioselective allylation reaction of allylic carbonates with sodium sulfite (Na2SO3) catalyzed by Ir complex was accomplished, providing allylic sulfonic acids in good to excellent yields with a high level of enantio-and regioselectivities. (R)-2-Phenyl-2-sulfoacetic acid, a key intermediate for the synthesis of Cefsulodin and Sulbenicillin, was synthesized as well.
引用
收藏
页码:16873 / 16876
页数:4
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