Enantioselective organocatalytic conjugate addition of N heterocycles to α,β-unsaturated aldehydes

被引:170
作者
Diner, Peter [1 ]
Nielsen, Martin [1 ]
Marigo, Mauro [1 ]
Jorgensen, Karl Anker [1 ]
机构
[1] Aarhus Univ, Dept Chem, Ctr Catalysis, Danish Natl Res Fdn, DK-8000 Aarhus C, Denmark
关键词
aldehydes; asymmetric synthesis; density functional calculations; nitrogen heterocycles; organocatalysis;
D O I
10.1002/anie.200604854
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Must love cats.! Chiral amines catalyze the enantioselective addition of N-heterocyclic compounds to α,β- unsaturated compounds in high yields and with enantioselectivities of up to 94% ee (see scheme; TMS = trimethylsilyl). The intermediates and transition states for the catalytic cycle were identified by performing DFT calculations. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:1983 / 1987
页数:5
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