Organocatalyzed synthesis of chiral non-racemic 1,4-dihydropyridazines

被引:23
|
作者
Pitacco, Giuliana [1 ]
Attanasi, Orazio A. [2 ]
De Crescentini, Lucia [2 ]
Favi, Gianfranco [2 ]
Felluga, Fulvia [1 ]
Forzato, Cristina [1 ]
Mantellini, Fabio [2 ]
Nitti, Patrizia [1 ]
Valentin, Ennio [1 ]
Zangrando, Ennio [1 ]
机构
[1] Univ Trieste, Dipartimento Sci Chim, I-34127 Trieste, Italy
[2] Univ Urbino, Ist Chim Organ, I-61029 Urbino, Italy
关键词
CATALYZED MICHAEL ADDITION; ASYMMETRIC MICHAEL; STRAIGHTFORWARD ENTRY; ALDOL REACTIONS; KETONES; ALDEHYDES; ACID; 1,2-DIAZA-1,3-BUTADIENES; AMINOCARBONYLAZOALKENES; NITROALKENES;
D O I
10.1016/j.tetasy.2010.03.007
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Chiral non-racemic 1,4-dihydropyridazines were prepared by the reaction of 1,2-diaza-1,3-dienes with arylacetaldehydes under organocatalytic conditions. L-Proline and (S)-(+)-1-(2-pyrrolidinylmethyl)pyrrolidine coupled with trifluoroacetic acid were used as organocatalysts. Enantiomeric excesses ranged from 25% to 78%. (C) 2010 Elsevier Ltd. All rights reserved.
引用
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页码:617 / 622
页数:6
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