Multi-component reactions 13: Synthesis of γ-lactams as part of a multi-ring system via Ugi-4-centre-3-component reaction

Tetrahedron Letters

Volumn 39, Issue 18, 1998, Pages 2725-2728

  Hanusch Kompa, Cordelia ^a   Ugi, Ivar ^a  

^a TECHNICAL UNIVERSITY OF MUNICH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

GAMMA LACTAM DERIVATIVE;

ARTICLE; CYCLIZATION; DRUG SYNTHESIS; GENE TARGETING; HYDROGEN BOND; MOLECULAR RECOGNITION; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS;

EID: 0032580388     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00428-6     Document Type: Article

References (11)

1. 1 Gross, U.; Gloede, J.; Keitel, I, ; Kunath, D. J. prakt. Chem. 1968, 37, 192-199.
2. 2 Ugi. I. Isonitrile Chemistry, Academic Press, New York, 1971.
3. 3 Ugi, I.; Dömling, A.; Hörl, W. Endeavour 1994, 18, 115-122.
4. 4 Harriman, G. Tetrahedron Lett., 1997, 35, 5591-5594.
5. 5 Short, K. M.; Mjalli, A. M. M.Tetrahedron Lett. 1997, 38, 359-362.
6. 3 ·HCl (in the case of C-protected amino acids). The solvent was removed under reduced pressure and the product was recrystallised from EE/hexane.
7. 3) δ 179.0, 175.7, 137.0, 128.8, 128.4, 127.9, 74.8, 51.9, 41.0, 34.7, 31.1, 28.4, 21.3, 10.9.
8. 3) δ 169.1, 161.2, 147.5, 132.3, 130.1, 128.8., 123.7, 121.3, 69.9, 51.4, 43.0, 28.3, 22.0, 21.1, 11.7.
9. 9 Ugi, I.; Hörl, W.; Hanusch-Kompa, C.; Schmid, T.; Herdtweck, E. Heterocydes, 1997 in press.
10. 3 and washed twice with water. The 1,4-diazabicyclo[4.3.0]nonane-3,5,9-triones 6a-h are separated by flash chromatography.
11. 3) δ 174.4, 173.4, 170.5, 167.8, 62.2, 52.5, 52.2, 42.2, 40.7, 31.0, 28.7, 24.7, 22.9, 22.6, 21.4.