有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Chiral N-Oxides as Catalysts or Ligands in Enantioselective Reactions
Makoto Nakajima
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ジャーナル フリー

2003 年 61 巻 11 号 p. 1081-1087

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抄録
New enantioselective reactions catalyzed by chiral N-oxides or chiral N-oxide-metal complexes are discussed. Enantioselective allylations of aldehydes with allyltrichlorosilanes, aldol reactions with trichlorosilyl enol ethers, and epoxide-opening reactions with tetrachlorosilane were accomplished by using chiral bipyridine N, N'-dioxide derivatives as catalysts. In these reactions, hexacoordinate silicate intermediates played pivotal roles in the enantioselection. Furthermore, the N-oxides were efficient chiral ligands for the enantioselective conjugate addition of thiols catalyzed by cadmium complexes and Michael addition of β-keto esters catalyzed by scandium complexes.
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© The Society of Syhthetic Organic Chemistry, Japan
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