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

来源：

SYNLETT | 2004年 / 02期

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

页码：239 / 242

页数：4

共 56 条

[1] Asymmetric synthesis of nitrogen heterocycles by reaction of chiral β-enaminocarbonyl substrates with acrylate derivatives
Agami, C
Dechoux, L
Hebbe, S
[J]. TETRAHEDRON LETTERS, 2002, 43 (14) : 2521 - 2523
[2] ASYMMETRIC FORMATION OF QUATERNARY CENTERS THROUGH AZA-ANNULATION OF CHIRAL BETA-ENAMINO ESTERS WITH ACRYLATE DERIVATIVES
BARTA, NS
BRODE, A
STILLE, JR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (14) : 6201 - 6206
[3] Zn(ClO4)2•6H2O as a powerful catalyst for a practical acylation of alcohols with acid anhydrides
Bartoli, G
Bosco, M
Dalpozzo, R
Marcantoni, E
Massaccesi, M
Sambri, L
[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (23) : 4611 - 4617
[4] Bartoli G, 2003, SYNLETT, P39
[5] LiClO4-acyl anhydrides complexes as powerful acylating reagents of aromatic compounds in solvent free conditions
Bartoli, G
Bosco, M
Marcantoni, E
Massaccesi, M
Rinaldi, S
Sambri, L
[J]. TETRAHEDRON LETTERS, 2002, 43 (36) : 6331 - 6333
[6] A VERSATILE ROUTE TO BETA-ENAMINO ESTERS BY ACYLATION OF LITHIUM ENAMINES WITH DIETHYL CARBONATE OR BENZYL CHLOROFORMATE
BARTOLI, G
CIMARELLI, C
DALPOZZO, R
PALMIERI, G
[J]. TETRAHEDRON, 1995, 51 (31) : 8613 - 8622
[7] CHEMOSELECTIVE AND DIASTEREOSELECTIVE REDUCTION OF BETA-ENAMINO ESTERS - A CONVENIENT SYNTHESIS OF BOTH CIS-GAMMA-AMINO AND TRANS-GAMMA-AMINO ALCOHOLS AND BETA-AMINO ESTERS
BARTOLI, G
CIMARELLI, C
MARCANTONI, E
PALMIERI, G
PETRINI, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (18) : 5328 - 5335
[8] Formation of dihydropyridone- and pyridone-based peptide analogs through aza-annulation of beta-enamino ester and amide substrates with alpha-amido acrylate derivatives
Beholz, LG
Benovsky, P
Ward, DL
Barta, NS
Stille, JR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (04) : 1033 - 1042
[9] Bird TGC, 1996, BIOORG MED CHEM LETT, V6, P515
[10] Chiral cyclic beta-amino esters .2. Synthesis by diastereoselective reduction of enamino esters
Blot, J
Bardou, A
Bellec, C
FargeauBellassoued, MC
Celerier, JP
Lhommet, G
Gardette, D
Gramain, JC
[J]. TETRAHEDRON LETTERS, 1997, 38 (49) : 8511 - 8514

← 1 2 3 4 5 6 →