Copper-Catalyzed Enantioselective Henry Reaction of β,γ-Unsaturated α-Ketoesters with Nitromethane in Water

被引：29
|
作者：
Li, Yanan
Huang, Yekai
Gui, Yang
Sun, Jianan
Li, Jindong
Zha, Zhenggen
Wang, Zhiyong [1 ]
机构：
[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, CAS Key Lab Soft Matter Chem, Hefei 230026, Anhui, Peoples R China
来源：
ORGANIC LETTERS | 2017年 / 19卷 / 23期
关键词：
ASYMMETRIC NITROALDOL REACTIONS; DIELS-ALDER REACTION; CARBON-CARBON BOND; ORGANIC-REACTIONS; AQUEOUS-MEDIA; STEREOSELECTIVE CONSTRUCTION; SELECTIVE SYNTHESIS; EFFICIENT SYNTHESIS; DANISHEFSKYS DIENE; HYDROXY ESTERS;
D O I：
10.1021/acs.orglett.7b03299
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly enantioselective Henry reaction of beta,gamma-unsaturated alpha-ketoesters with nitromethane in water by virtue of chiral copper complexes has been developed. A series of unsaturated beta-nitro-alpha-hydroxy esters bearing tetrasubstituted carbon stereocenters were obtained exclusively with high yields and excellent enantioselectivities. This method could avoid tedious anaerobic anhydrous manipulation and reduce the environmental pollution caused by organic solvents.
引用
收藏
页码：6416 / 6419
页数：4
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