Synthesis and spectroscopic studies of 5-arylidene-3-substituted tetramic acids as possible substrates for catalytic asymmetric hydrogenation

被引：12

作者：

Athanasellis, G ^{[1
]}

Gavrielatos, E ^{[1
]}

Igglessi-Markopoulou, O ^{[1
]}

机构：

[1] Natl Tech Univ Athens, Dept Chem Engn, Organ Chem Lab, GR-15773 Athens, Greece

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2001年 / 38卷 / 05期

关键词：

D O I：

10.1002/jhet.5570380527

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new series of 5-arylidene-3-substituted tetramic acids 6-19 have been synthesized by a condensation reaction of 3-butanoyl tetramic acid 3, 3-ethoxycarbonyl tetramic acid 4 and 3-acetyl tetramic acid 5 with a variety of substituted benzaldehydes. The structures of the isolated compounds 6-19 have been elucidated using FT-IR, H-1 and C-13-NMR spectroscopy, FAB-MS spectroscopy as well as elemental analyses.

引用

页码：1203 / 1208

页数：6

共 23 条

[1] Regioselective Dieckmann cyclisations leading to enantiopure highly functionalised tetramic acid derivatives [J].

Andrews, MD ;

Brewster, AG ;

Crapnell, KM ;

Ibbett, AJ ;

Jones, T ;

Moloney, MG ;

Prout, K ;

Watkin, D .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (02) :223-235

[2]

BARKLEY JV, 1994, J CHEM SOC PERK T 2, P1271

[3]

BHAT SV, 1977, EUR J MED CHEM, V12, P53

[4] Synthesis of N-alkoxycarbonyl-3-substituted tetramic acids and functionalized enols via C-acylation reactions of active methylene compounds with N-hydroxysuccinimide esters of N-alkoxycarbonyl-α-amino acids [J].

Detsi, A ;

Micha-Screttas, M ;

Igglessi-Markopoulou, O .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (15) :2443-2449

[5] Reactions of N-hydroxysuccinimide esters of N-alkoxycarbonyl-alpha-amino acids with active methylene compounds. Synthesis of 3-substituted tetramic acids [J].

Detsi, A ;

Markopoulos, J ;

IgglessiMarkopoulou, O .

CHEMICAL COMMUNICATIONS, 1996, (11) :1323-1324

[6] Copper(II), cobalt(II), nickel(II) and zinc(II) complexes containing the enolate of N-acetyl-3-butanoyltetramic acid (Habta) and its phenylhydrazone derivative analogues. Crystal structure of [Cu(abta)2(py)2]&middot2H2O [J].

Gavrielatos, Efstathios ;

Mitsos, Christos ;

Athanasellis, Giorgos ;

Heaton, Brian T. ;

Steiner, Alexander ;

Bickley, Jamie F. ;

Igglessi-Markopoulou, Olga ;

Markopoulos, John .

2001, Royal Society of Chemistry

[7]

Gavrielatos E, 1999, HETEROCYCL COMMUN, V5, P515

[8] Rhodium(I) complexes containing the enolate of N-acetyl-3-butanoyltetramic acid (Habta) and the crystal structure of [Rh(abta){P(OPh)(3)}(2)] [J].

Heaton, BT ;

Jacob, C ;

Markopoulos, J ;

Markopoulou, O ;

Nahring, J ;

Skylaris, CK ;

Smith, AK .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1996, (08) :1701-1706

[9] ADVANCES IN TETRAMIC ACID CHEMISTRY [J].

HENNING, HG ;

GELBIN, A .

ADVANCES IN HETEROCYCLIC CHEMISTRY, VOL 57, 1993, 57 :139-185

[10]

HOECHST A, Patent No. 1478643

← 1 2 3 →