Palladium-Catalyzed Asymmetric 1,4-Addition of Diarylphosphines to Nitroalkenes for the Synthesis of Chiral P,N-Compounds

被引：51
作者：
Feng, Jian-Jun [2 ]
Huang, Miao [2 ]
Lin, Zi-Qi [1 ]
Duan, Wei-Liang [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[2] E China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2012年 / 354卷 / 16期
关键词：
1,4-addition; asymmetric hydrophosphination; diarylphosphines; nitroalkenes; pincer palladium catalysts; P-STEREOGENIC PHOSPHINES; C BOND FORMATION; ENANTIOSELECTIVE SYNTHESIS; SECONDARY PHOSPHINES; ACTIVATED OLEFINS; MICHAEL ADDITION; HYDROPHOSPHINATION; COMPLEXES; LIGANDS; OXIDES;
D O I：
10.1002/adsc.201200133
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A highly stereoselective asymmetric 1,4-addition of diarylphosphines to nitroalkenes catalyzed by a bis(phosphine) pincer-palladium complex has been developed for the synthesis of chiral P,N compounds with good to excellent enantioselectivities (up to 94% ee) under mild conditions.
引用
收藏
页码：3122 / 3126
页数：5
相关论文
共 61 条
[1]  
Albrecht M, 2001, ANGEW CHEM INT EDIT, V40, P3750, DOI 10.1002/1521-3773(20011015)40:20<3750::AID-ANIE3750>3.0.CO
[2]  
2-6
[3]  
Albrecht M., 2001, ANGEW CHEM, V113, P3866, DOI DOI 10.1002/1521-3773(20011015)113:20<3866::AID-ANGE3866>3.0.C0
[4]  
2-Y
[5]  
[Anonymous], 2007, ANGEW CHEM, V119, P4588, DOI DOI 10.1002/ANGE.200700754
[6]   Organocatalytic asymmetric hydrophosphination of nitroalkenes [J].
Bartoli, Giuseppe ;
Bosco, Marcella ;
Carlone, Armando ;
Locatelli, Manuela ;
Mazzanti, Andrea ;
Sambri, Letizia ;
Melchiorre, Paolo .
CHEMICAL COMMUNICATIONS, 2007, (07) :722-724
[7]  
Berner OM, 2002, EUR J ORG CHEM, V2002, P1877
[8]   Palladium-catalyzed asymmetric phosphination. Scope, mechanism, and origin of enantioselectivity [J].
Blank, Natalia F. ;
Moncarz, Jillian R. ;
Brunker, Tim J. ;
Scriban, Corina ;
Anderson, Brian J. ;
Amir, Omar ;
Glueck, David S. ;
Zakharov, Lev N. ;
Golen, James A. ;
Incarvito, Christopher D. ;
Rheingold, Arnold L. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (21) :6847-6858
[9]  
Borner A., 2008, PHOSPHORUS LIGANDS A, V1-3
[10]  
Butti P., 2008, ANGEW CHEM, V120, P4956
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