Organocatalytic Michael Reaction of Nitroenamine Derivatives with Aldehydes: Short and Efficient Asymmetric Synthesis of (-)-Oseltamivir
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作者:
Weng, Jiang
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Sun Yat Sen Univ, Sch Pharmaceut Sci, Inst Drug Synth & Pharmaceut Proc, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Sch Pharmaceut Sci, Inst Drug Synth & Pharmaceut Proc, Guangzhou 510006, Guangdong, Peoples R China
Weng, Jiang
[1
]
Li, Yong-Bo
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Sun Yat Sen Univ, Sch Pharmaceut Sci, Inst Drug Synth & Pharmaceut Proc, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Sch Pharmaceut Sci, Inst Drug Synth & Pharmaceut Proc, Guangzhou 510006, Guangdong, Peoples R China
Li, Yong-Bo
[1
]
Wang, Rui-Bin
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Sun Yat Sen Univ, Sch Pharmaceut Sci, Inst Drug Synth & Pharmaceut Proc, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Sch Pharmaceut Sci, Inst Drug Synth & Pharmaceut Proc, Guangzhou 510006, Guangdong, Peoples R China
Wang, Rui-Bin
[1
]
Lu, Gui
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Sun Yat Sen Univ, Sch Pharmaceut Sci, Inst Drug Synth & Pharmaceut Proc, Guangzhou 510006, Guangdong, Peoples R China
Sun Yat Sen Univ, Inst Human Virol, Guangzhou 510080, Guangdong, Peoples R ChinaSun Yat Sen Univ, Sch Pharmaceut Sci, Inst Drug Synth & Pharmaceut Proc, Guangzhou 510006, Guangdong, Peoples R China
Lu, Gui
[1
,2
]
机构:
[1] Sun Yat Sen Univ, Sch Pharmaceut Sci, Inst Drug Synth & Pharmaceut Proc, Guangzhou 510006, Guangdong, Peoples R China
[2] Sun Yat Sen Univ, Inst Human Virol, Guangzhou 510080, Guangdong, Peoples R China
Nitroenamine derivatives were used as a new class of Michael acceptors in the organocatalytic Michael reaction of aldehydes. The addition products were obtained in good yields and very good to excellent enantioselectivities. Moreover, a highly efficient, enantioselective, and simple synthesis of (-)-oseltamivir was accomplished in only five steps: two separate one-pot operations and one purification step. This procedural simplicity demonstrated the power of the organocatalytic asymmetric Michael reaction of nitroenamine acceptors with aldehydes.
机构:
E China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R ChinaE China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R China
Jin, Zhichao
Yu, Feng
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E China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R ChinaE China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R China
Yu, Feng
Wang, Xiao
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E China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R ChinaE China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R China
Wang, Xiao
Huang, Huicai
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E China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R ChinaE China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R China
Huang, Huicai
Luo, Xiaoyan
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E China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R ChinaE China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R China
Luo, Xiaoyan
Liang, Xinmiao
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E China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R ChinaE China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, 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 ChinaE China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R China
机构:
Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R China
Dai, Lu
Hou, Yuxuan
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Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R China
Hou, Yuxuan
Zhang, Lvye
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Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R China
Zhang, Lvye
Chen, Zhangtao
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Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R China
Chen, Zhangtao
Zeng, Xiaofei
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Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R China
Zeng, Xiaofei
Zhong, Guofu
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Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R China
机构:
Sun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
Wang, Jin-jia
Hu, Zhi-peng
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Sun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
Hu, Zhi-peng
Lou, Chun-liang
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Sun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
Lou, Chun-liang
Liu, Jun-liang
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Sun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
Liu, Jun-liang
Li, Xue-ming
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Sun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
Li, Xue-ming
Yan, Ming
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Sun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China