HCl-catalyzed stereoselective Mannich reaction in H2O-SDS system

被引:104
作者
Akiyama, T [1 ]
Matsuda, K [1 ]
Fuchibe, K [1 ]
机构
[1] Gakushuin Univ, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
关键词
Mannich reactions; Bronsted acid; water; amines; surfactant;
D O I
10.1055/s-2004-836062
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
HCl-catalyzed Mannich reaction of cyclic ketone, aromatic aldehyde, and aromatic amine proceeded smoothly in water in the presence of SDS to afford the corresponding beta-amino ketone with high anti selectivity.
引用
收藏
页码:322 / 324
页数:3
相关论文
共 30 条
[1]   Mannich-type reaction catalyzed by HBF4 in water:: Effect of the loading of surfactant [J].
Akiyama, T ;
Itoh, J ;
Fuchibe, K .
SYNLETT, 2002, (08) :1269-1272
[2]  
Akiyama T, 2002, ADV SYNTH CATAL, V344, P338, DOI 10.1002/1615-4169(200206)344:3/4<338::AID-ADSC338>3.0.CO
[3]  
2-O
[4]   A highly stereo-divergent Mannich-type reaction catalyzed by Bronsted acid in aqueous media [J].
Akiyama, T ;
Takaya, J ;
Kagoshima, H .
TETRAHEDRON LETTERS, 2001, 42 (24) :4025-4028
[5]   Bronsted acid-catalyzed aza Diels-Alder reaction of Danishefsky's diene with aldimine generated in situ from aldehyde and amine in aqueous media [J].
Akiyama, T ;
Takaya, J ;
Kagoshima, H .
TETRAHEDRON LETTERS, 1999, 40 (44) :7831-7834
[6]  
Akiyama T, 1999, SYNLETT, P1426
[7]   HBF4 catalyzed Mannich-type reaction in aqueous media [J].
Akiyama, T ;
Takaya, J ;
Kagoshima, H .
SYNLETT, 1999, (07) :1045-1048
[8]  
[Anonymous], [No title captured]
[9]  
Arend M, 1998, ANGEW CHEM INT EDIT, V37, P1044, DOI 10.1002/(SICI)1521-3773(19980504)37:8<1044::AID-ANIE1044>3.0.CO
[10]  
2-E