Chiral DBFOX/Ph complex catalyzed enantioselective nitrone cycloadditions to α,β-unsaturated aldehydes

被引：82

作者：

Shirahase, M

Kanemasa, S

Oderaotoshi, Y

机构：

[1] Kyushu Univ, JST, CREST, Inst Mat Chem & Engn, Kasuga, Fukuoka 8168580, Japan

[2] Kyushu Univ, Grad Sch Engn Sci, Dept Mol & Mat Sci, Kasuga, Fukuoka 8168580, Japan

[3] Osaka Univ, Grad Sch Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 05期

关键词：

D O I：

10.1021/ol0361148

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,3-Dipolar cycloadditions of nitrones with alpha-alkyl- and alpha-arylacroleins are catalyzed with the DBFOX/Ph complexes of nickel(II) and magnesium(II) salts to produce the sterically controlled isoxazolidine-5-carbaldehydes, while the reactions with alpha-bromoacrolein are effectively catalyzed with the zinc(II) complexes to produce the electronically controlled isoxazolidine-4-carbaidehydes. Enantioselectivities up to 99.5% ee have been observed in the reactions performed at room temperature.

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页码：675 / 678

页数：4

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