The enantioselective, Bronsted acid catalyzed, vinylogous Mannich reaction

被引:147
作者
Sickert, Marcel [1 ]
Schneider, Christoph [1 ]
机构
[1] Univ Leipzig, Inst Organ Chem, D-04103 Leipzig, Germany
关键词
asymmetric catalysis; C-C coupling; contact ion pairs; organocatalysis; phosphoric acid;
D O I
10.1002/anie.200800103
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Chiral phosphoric acid 4 catalyzes enantioselectively the highly γ-regioselective addition of a silyl dienolate 2 to imines 1 in good yields and furnishes α,β-unsaturated δ-amino carboxylic esters 3 in one step. The reaction may also be carried out as a direct three-component coupling (PMP = para-methoxyphenyl; TBS = tertbutyldimethylsilyl). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3631 / 3634
页数:4
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