Novel chiral thioureas for highly enantioselective Michael reactions of malonates to nitroalkenes
被引:5
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作者:
Yan, Li Jun
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机构:
China W Normal Univ, Coll Chem & Chem Engn, Lab Appl Chem & Pollut Control Technol, Nanchang 637002, Peoples R ChinaChina W Normal Univ, Coll Chem & Chem Engn, Lab Appl Chem & Pollut Control Technol, Nanchang 637002, Peoples R China
Yan, Li Jun
[1
]
Liu, Quan Zhong
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China W Normal Univ, Coll Chem & Chem Engn, Lab Appl Chem & Pollut Control Technol, Nanchang 637002, Peoples R ChinaChina W Normal Univ, Coll Chem & Chem Engn, Lab Appl Chem & Pollut Control Technol, Nanchang 637002, Peoples R China
Liu, Quan Zhong
[1
]
Wang, Xue Lian
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China W Normal Univ, Coll Chem & Chem Engn, Lab Appl Chem & Pollut Control Technol, Nanchang 637002, Peoples R ChinaChina W Normal Univ, Coll Chem & Chem Engn, Lab Appl Chem & Pollut Control Technol, Nanchang 637002, Peoples R China
Wang, Xue Lian
[1
]
机构:
[1] China W Normal Univ, Coll Chem & Chem Engn, Lab Appl Chem & Pollut Control Technol, Nanchang 637002, Peoples R China
Michael addition;
Thiourea;
Enantioselectivities;
Nitroalkene and malonate;
ASYMMETRIC CATALYSIS;
CONJUGATE ADDITION;
ORGANOCATALYSIS;
NITROOLEFINS;
KETONES;
DONORS;
D O I:
10.1016/j.cclet.2008.11.021
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
Highly efficient Michael addition reactions of malonates to nitroalkenes catalyzed by novel chiral thioureas derived from optically pure BINOL and amino acids are reported. Various trans-nitroalkenes reacted with malonates affording the desired products in up to 95% yield with excellent enantioselectivities (up to 97% ee). (C) 2008 Quan Zhong Liu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
机构:
Wuhan Univ, Coll Pharm, State Key Lab Virol, Wuhan 430071, Peoples R ChinaWuhan Univ, Coll Pharm, State Key Lab Virol, Wuhan 430071, Peoples R China
Dong, Ze
Jin, Xiaoqing
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Wuhan Univ, Coll Pharm, State Key Lab Virol, Wuhan 430071, Peoples R ChinaWuhan Univ, Coll Pharm, State Key Lab Virol, Wuhan 430071, Peoples R China
Jin, Xiaoqing
Wang, Pengcheng
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Wuhan Univ, Coll Pharm, State Key Lab Virol, Wuhan 430071, Peoples R ChinaWuhan Univ, Coll Pharm, State Key Lab Virol, Wuhan 430071, Peoples R China
Wang, Pengcheng
Min, Chang
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Wuhan Univ, Coll Pharm, State Key Lab Virol, Wuhan 430071, Peoples R ChinaWuhan Univ, Coll Pharm, State Key Lab Virol, Wuhan 430071, Peoples R China
Min, Chang
Zhang, Jin
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Wuhan Univ, Coll Pharm, State Key Lab Virol, Wuhan 430071, Peoples R ChinaWuhan Univ, Coll Pharm, State Key Lab Virol, Wuhan 430071, Peoples R China
Zhang, Jin
Chen, Zhe
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Wuhan Univ, Coll Pharm, State Key Lab Virol, Wuhan 430071, Peoples R ChinaWuhan Univ, Coll Pharm, State Key Lab Virol, Wuhan 430071, Peoples R China
Chen, Zhe
Zhou, Hai-Bing
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Wuhan Univ, Coll Pharm, State Key Lab Virol, Wuhan 430071, Peoples R China
Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R ChinaWuhan Univ, Coll Pharm, State Key Lab Virol, Wuhan 430071, Peoples R China
Zhou, Hai-Bing
Dong, Chune
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Wuhan Univ, Coll Pharm, State Key Lab Virol, Wuhan 430071, Peoples R China
Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R ChinaWuhan Univ, Coll Pharm, State Key Lab Virol, Wuhan 430071, Peoples R China
机构:
Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
E China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R ChinaChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Li, Pengfei
Wen, Shigang
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E China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R ChinaChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Wen, Shigang
Yu, Feng
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E China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R ChinaChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Yu, Feng
Liu, Qiaoxia
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E China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R ChinaChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Liu, Qiaoxia
Li, Wenjun
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E China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R ChinaChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Li, Wenjun
Wang, Yongcan
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Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R ChinaChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Wang, Yongcan
Liang, Xinmiao
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Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
E China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R ChinaChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Liang, Xinmiao
Ye, Jinxing
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E China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R ChinaChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
机构:
Budapest Univ Technol & Econ, Dept Organ Chem & Technol, POB 91, H-1521 Budapest, HungaryBudapest Univ Technol & Econ, Dept Organ Chem & Technol, POB 91, H-1521 Budapest, Hungary
Bako, Peter
Nemcsok, Tamas
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机构:
Budapest Univ Technol & Econ, Dept Organ Chem & Technol, POB 91, H-1521 Budapest, HungaryBudapest Univ Technol & Econ, Dept Organ Chem & Technol, POB 91, H-1521 Budapest, Hungary
Nemcsok, Tamas
Rapi, Zsolt
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Budapest Univ Technol & Econ, Dept Organ Chem & Technol, POB 91, H-1521 Budapest, HungaryBudapest Univ Technol & Econ, Dept Organ Chem & Technol, POB 91, H-1521 Budapest, Hungary
Rapi, Zsolt
Keglevich, Gyorgy
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机构:
Budapest Univ Technol & Econ, Dept Organ Chem & Technol, POB 91, H-1521 Budapest, HungaryBudapest Univ Technol & Econ, Dept Organ Chem & Technol, POB 91, H-1521 Budapest, Hungary