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Asymmetric Cyclopropanation of beta,gamma-Unsaturated alpha-Ketoesters with Stabilized Sulfur Ylides Catalyzed by C-2-Symmetric Ureas

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成果类型:
期刊论文
作者:
Cheng, Ying;An, Jing;Lu, Liang-Qiu;Luo, Lan;Wang, Zheng-Yi;...
通讯作者:
Chen, Jia-Rong
作者机构:
[Wang, Zheng-Yi; Lu, Liang-Qiu; Cheng, Ying; Luo, Lan; Xiao, Wen-Jing; Chen, Jia-Rong; An, Jing] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
[Chen, Jia-Rong] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构:
[Chen, Jia-Rong] C
Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
语种:
英文
期刊:
JOURNAL OF ORGANIC CHEMISTRY
ISSN:
0022-3263
年:
2011
卷:
76
期:
1
页码:
281-284
基金类别:
Program for Academic Leader in Wuhan Municipality [200851430486]; National Natural Science Foundation of ChinaNational Natural Science Foundation of China (NSFC) [21072069, 21002036]
机构署名:
本校为第一且通讯机构
院系归属:
化学学院
摘要:
A novel organocatalytic asymmetric cyclopropanation of β,γ- unsaturated α-ketoesters with stabilized sulfur ylides using C 2-symmetric urea as a hydrogen-bond catalyst has been described. This reaction allows an efficient access to 1,2,3-trisubstituted cyclopropane derivatives in moderate to good yields with up to 16:1 dr and 90:10 er under mild reaction conditions. The mechanism study proved that the high stereoinduction originated from the cooperative effect of the hydrogen-bon...

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