Highly Enantioselective Michael Addition of Malonate Derivatives to Enones Catalyzed by an  N , N ′‐Dioxide–Scandium(III) Complex | Zendy

Chen Donghui | Zendy; Chen Zhenling | Zendy; Xiao Xiao | Zendy; Yang Zhigang | Zendy; Lin Lili | Zendy; Liu Xiaohua | Zendy; Feng Xiaoming | Zendy

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Highly Enantioselective Michael Addition of Malonate Derivatives to Enones Catalyzed by an N , N ′‐Dioxide–Scandium(III) Complex

Author(s) -

Chen Donghui,

Chen Zhenling,

Xiao Xiao,

Yang Zhigang,

Lin Lili,

Liu Xiaohua,

Feng Xiaoming

Publication year - 2009

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.200901157

Subject(s) - enantioselective synthesis , scandium , yield (engineering) , catalysis , michael reaction , malonate , ligand (biochemistry) , chemistry , chalcone , organic chemistry , medicinal chemistry , combinatorial chemistry , materials science , biochemistry , receptor , metallurgy

A highly enantioselective Michael addition of malonate derivatives to chalcone derivatives catalyzed by an N , N′ ‐dioxide–Sc III complex was developed, which tolerated a broad range of substrates in moderate to excellent yield with 96–99 % ee. The reaction proceeded well in EtOH or water and could be scaled to grams in good yield with 98 % ee using only 1 mol % ligand L –scandium(III) complex as a catalyst (see scheme).

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