C1-symmetric monosubstituted chiral diene ligands in asymmetric rhodium-catalyzed 1,4-addition reactions

被引:130
作者
Gendrineau, Thomas [1 ]
Chuzel, Olivier [1 ]
Eijsberg, Hendrik [1 ]
Genet, Jean-Pierre [1 ]
Darses, Sylvain [1 ]
机构
[1] Ecole Natl Super Chim Paris, Lab Synth Select Organ, UMR 7573, F-75231 Paris 05, France
关键词
asymmetric synthesis; boron; diene ligands; Michael addition; rhodium;
D O I
10.1002/anie.200803230
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
One trumps two: Monosubstituted chiral bicyclo[2.2.2]octadiene ligands, derived from carvone, form complexes with rhodium to catalyze the asymmetric addition of boronic acid substrates to α,β-unsaturated ketones (see scheme). The 1,4-adducts are produced in good yield and high enantioselectivity. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:7669 / 7672
页数:4
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