Zn(ClO4)2•6H2O as a powerful catalyst for the conversion of β-ketoesters into β-enamino esters

被引:130
作者
Bartoli, G
Bosco, M
Locatelli, M
Marcantoni, E
Melchiorre, P
Sambri, L
机构
[1] Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy
[2] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, Macerata, Italy
关键词
amino acid derivatives; zinc perchlorate; condensation; amines; keto esters;
D O I
10.1055/s-2003-44974
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Zn(ClO4)(2).6H(2)O proved to be a very powerful catalyst for the condensation of primary and secondary amines with beta-ketoesters to give N-substituted beta-enaminoesters.
引用
收藏
页码:239 / 242
页数:4
相关论文
共 56 条
  • [11] Chiral heterocyclic β-enamino esters:: convenient synthesis and diastereoselective reduction
    Calvet, S
    David, O
    Vanucci-Bacqué, C
    Fargeau-Bellassoued, MC
    Lhommet, G
    [J]. TETRAHEDRON, 2003, 59 (33) : 6333 - 6339
  • [12] Electrostatic catalysis by ionic aggregates:: scope and limitations of Mg(ClO4)2 as acylation catalyst
    Chakraborti, AK
    Sharma, L
    Gulhane, R
    Shivani
    [J]. TETRAHEDRON, 2003, 59 (39) : 7661 - 7668
  • [13] An improved synthesis of enantiopure β-amino acids
    Cimarelli, C
    Palmieri, G
    Volpini, E
    [J]. SYNTHETIC COMMUNICATIONS, 2001, 31 (19) : 2943 - 2953
  • [14] Stereoselective reduction of enantiopure beta-enamino esters by hydride: A convenient synthesis of both enantiopure beta-amino esters
    Cimarelli, C
    Palmieri, G
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (16) : 5557 - 5563
  • [15] CONSTRUCTION OF HYDROXYLATED ALKALOIDS (+/-)-MANNONOLACTAM, (+/-)-DEOXYMANNOJIRIMYCIN, AND (+/-)-PROSOPININE THROUGH AZA-ANNULATION
    COOK, GR
    BEHOLZ, LG
    STILLE, JR
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (13) : 3575 - 3584
  • [16] Enantioselective access to five- and six-membered nitrogen-containing heterocycles, based on the asymmetric Michael addition of chiral imines and chiral enamino esters
    d'Angelo, J
    Cave, C
    Desmaele, D
    Gassama, A
    Thominiaux, C
    Riche, C
    [J]. HETEROCYCLES, 1998, 47 (02) : 725 - 746
  • [17] A novel asymmetric synthesis of 2,5-dialkylpyrrolidines
    Daley, V
    D'Angelo, J
    Cavé, C
    Mahuteau, J
    Chiaroni, A
    Riche, C
    [J]. TETRAHEDRON LETTERS, 1999, 40 (09) : 1657 - 1660
  • [18] Enamino ester reduction:: A short enantioselective route to pyrrolizidine and indolizidine alkaloids.: Synthesis of (+)-laburnine, (+)-tashiromine, and (-)-isoretronecanol
    David, O
    Blot, J
    Bellec, C
    Fargeau-Bellassoued, MC
    Haviari, G
    Célérier, JP
    Lhommet, G
    Gramain, JC
    Gardette, D
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (09) : 3122 - 3131
  • [19] Recent developments in the chemistry of enaminones
    Elassar, AZA
    El-Khair, AA
    [J]. TETRAHEDRON, 2003, 59 (43) : 8463 - 8480
  • [20] Erian AW, 1999, J PRAK CHEM-CHEM ZTG, V341, P147, DOI 10.1002/(SICI)1521-3897(199902)341:2<147::AID-PRAC147>3.0.CO