Trends in asymmetric Michael reactions catalysed by tripeptides in combination with an achiral additive in different solvents

被引:75
作者
Tsogoeva, SB
Jagtap, SB
Ardemasova, ZA
Kalikhevich, VN
机构
[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
[2] St Petersburg State Univ, Dept Chem, Nat Prod Chem Chair, St Petersburg 198504, Russia
关键词
asymmetric catalysis; Michael addition; organocatalyst; peptides;
D O I
10.1002/ejoc.200400243
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The potential of tripeptides 3, 6 and 12 as chiral catalysts for asymmetric Michael addition reactions in the presence of an achiral additive has been tested in different solvents (CHCl3, acetone, DMF, DMSO and the room-temperature ionic liquid [bmim]PF6). The dependence of yields and enantiomeric excesses on the solvent used has been demonstrated. The experiments show that the combination of additive and peptides provides a catalytic system that appears to be better than the sum of its parts.
引用
收藏
页码:4014 / 4019
页数:6
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