Condensation of chiral imines and chiral β-enaminoesters with maleic and citraconic anhydrides

Tetrahedron Letters

Volumn 38, Issue 27, 1997, Pages 4773-4776

  Cavé, Christian ^a   Gassama, Abdoulaye ^a   Mahuteau, Jacqueline ^a   D'Angelo, Jean ^a   Riche, Claude ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CITRACONIC ANHYDRIDE; ENAMINE; IMINE; MALEIC ACID;

ARTICLE; CHEMICAL REACTION; CHIRALITY; POLYMERIZATION; REACTION ANALYSIS; STEREOCHEMISTRY; X RAY CRYSTALLOGRAPHY;

EID: 0030947374     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01046-0     Document Type: Article

References (12)

1. Reviews: d'Angelo, J.; Desmaële, D.; Dumas, F.; Guingant, A. Tetrahedron: Asymmetry, 1992, 3, 459-505. d'Angelo, J.; Cavé, C.; Desmaële, D.; Dumas, F. Trends in Organic Synthesis, Pandalai, S.G., Ed.; Trivandrum (India), 1993, 4, 555-616.
2. Reviews: d'Angelo, J.; Desmaële, D.; Dumas, F.; Guingant, A. Tetrahedron: Asymmetry, 1992, 3, 459-505. d'Angelo, J.; Cavé, C.; Desmaële, D.; Dumas, F. Trends in Organic Synthesis, Pandalai, S.G., Ed.; Trivandrum (India), 1993, 4, 555-616.
3. Cavé, C.; Desmaële, D.; d'Angelo, J.; Riche, C.; Chiaroni, A. J. Org. Chem., 1996, 61, 4361-4368.
4. 3: C, 72.22; H, 7.07; N, 4.67. Found: C, 72.32; H, 7.10; N, 4.60.
5. 3).
6. 4: C, 68.86; H, 7.60; N, 4.22. Found: C, 68.59; H, 7.71; N, 4.19.
7. 2: C, 71.23; H, 7.76; N, 6.39. Found: C, 71.33; H, 7.85; N, 6.42.
8. 3) δ 13.0 (broad s, 1H), 7.35-7.25 (m, 5H), 5.64 (q, J = 7.1 Hz, 1H), 3.70 (s, 3H), 3.52 and 3.46 (m, 1H), 3.24-3.10 (m, 2H), 2.17 and 2.16 (s, 3H), 1.75 and 1.74 (d, J = 7.1 Hz, 3H).
9. 3).
10. 3).
11. 3).
12. 3: C, 66.91; H, 6.49; N, 6.00. Found: C, 66.69; H, 6.53; N, 5.96.