Enantioselective organocatalytic hydrophosphination of α,β-unsaturated aldehydes

被引:149
|
作者
Ibrahem, Ismail
Rios, Ramon
Vesely, Jan
Hammar, Peter
Eriksson, Lars
Himo, Fahmi
Cordova, Armando [1 ]
机构
[1] Univ Stockholm, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
[2] Univ Stockholm, Arrhenius Lab, Dept Struct Chem, S-10691 Stockholm, Sweden
[3] ALBANOVA, Royal Inst Technol, Dept Theoret Chem, S-10691 Stockholm, Sweden
关键词
aldehydes; asymmetric synthesis; conjugate addition; organocatalysis; phosphanes;
D O I
10.1002/anie.200700916
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Keeping it simple: Optically active phosphine derivatives can be obtained in high yields and in up to 99% ee by using simple chiral amines to catalyze the hydrophosphination of α,β-unsaturated aldehydes (see scheme, green sphere = chiral group). The synthetic utility of this highly chemo- and enantioselective transformation was exemplified by the one-pot asymmetric synthesis of β-phosphine oxide acids. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:4507 / 4510
页数:4
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