Chiral phosphine-catalyzed regio- and enantioselective allylic amination of Morita-Baylis-Hillman acetates

被引:65
作者
Ma, Guang-Ning [1 ,2 ]
Cao, Shu-Hua [1 ,2 ]
Shi, Min [1 ,2 ,3 ]
机构
[1] E China Univ Sci & Technol, Adv Mat Lab, Shanghai 200237, Peoples R China
[2] E China Univ Sci & Technol, Inst Fine Chem, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China
[3] Chinese Acad Sci, State Key Lab Organomet Chem, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
N-SULFONATED IMINES; METHYL VINYL KETONE; HILIMAN REACTION; NUCLEOPHILIC-SUBSTITUTION; KINETIC RESOLUTION; GAMMA-BUTENOLIDES; ADDUCTS; CONSTRUCTION; DERIVATIVES; ALKYLATION;
D O I
10.1016/j.tetasy.2009.03.040
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Enantioselective allylic substitution of Morita-Baylis-Hillman (MBH) acetates with phthalimide was realized in the presence of a novel L-proline-derived chiral trifunctional phosphine amide ligand to give the corresponding allylic amination adducts in good yields (70-95%) and in modest to good enantioselectivities (34-78% ee's). (c) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1086 / 1092
页数:7
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