Facile and Efficient Enantioselective Hydroxyamination Reaction: Synthesis of 3‐Hydroxyamino‐2‐Oxindoles Using Nitrosoarenes | Zendy

Shen Ke | Zendy; Liu Xiaohua | Zendy; Wang Gang | Zendy; Lin Lili | Zendy; Feng Xiaoming | Zendy

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Facile and Efficient Enantioselective Hydroxyamination Reaction: Synthesis of 3‐Hydroxyamino‐2‐Oxindoles Using Nitrosoarenes

Author(s) -

Shen Ke,

Liu Xiaohua,

Wang Gang,

Lin Lili,

Feng Xiaoming

Publication year - 2011

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201100758

Subject(s) - enantioselective synthesis , scope (computer science) , combinatorial chemistry , substrate (aquarium) , catalysis , transformation (genetics) , action (physics) , scale (ratio) , computer science , chemistry , organic chemistry , programming language , geography , physics , biology , cartography , ecology , biochemistry , quantum mechanics , gene

Sc takes action : The highly enantioselective hydroxyamination reaction of N‐unprotected 2‐oxindoles with nitrosoarenes has been realized using the Sc(OTf) 3 / L1 complex. The catalyst system exhibited remarkably broad substrate scope and high efficiency. This transformation is the first example of a chiral Sc III /enolate activating a nitrosoarene, and can be conducted on a gram scale without loss in the ee values.

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