A novel asymmetric synthesis of 2,5-dialkylpyrrolidines

Tetrahedron Letters

Volumn 40, Issue 9, 1999, Pages 1657-1660

  Daley, Valérie ^a   D'Angelo, Jean ^a   Cavé, Christian ^a   Mahuteau, Jacqueline ^a   Chiaroni, Angèle ^b   Riche, Claude ^b  

^a UNIVERSITÉ PARIS SACLAY   (France)

^b CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

PYRROLIDINE DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; ENANTIOMER; ORGANIC CHEMISTRY; SYNTHESIS;

CASTANOPSIS; CASTANOPSIS ACCUMINATISSIMA; SCHIMA WALLICHII;

EID: 0033605277     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00058-1     Document Type: Article

References (11)

1. 1-Dumas, F., d'Angelo, J. Tetrahedron Lett. 1992, 33, 2005-2008.
2. 3), 52.3 (CH), 82.1 (CH), 121.5 (CH), 125.1 (2 CH), 127.0 (CH), 128.6 (2 CH), 144.6 (C), 146.5 (CH), 163.2 (C), 166.3 (C), 170.8 (C).
3. 3, only the more significant signals are reported) 9 (major isomer) δ: 1.60 (d, J = 7.4 Hz, 3H), 3.57 (s, 3H), 3.59 (s, 3H), 3.78 (m, 1H), 4.58 (s, 1H), 4.80 (q, J = 7.4 Hz, 1H); 10 (minor isomer) δ: 1.62 (d, J = 7.4 Hz, 3H), 3.55 (s, 3H), 3.57 (s, 3H), 4.18 (m, 1H), 4.64 (s, 1H), 4.86 (q, J = 7.4 Hz, 1H).
4. 4-For a recent asymmetric synthesis of 2,5-disubstituted pyrrolidines, see: Katritzky, A.R.; Cui, X.-L.; Yang, B.; Steel, P. J. Tetrahedron Lett. 1998, 39, 1697-1700.
5. 4: C, 67.68; H, 7.88; N, 4.38. Found: C, 67.70; H, 7.83; N, 4.30.
6. 4: C, 67.68; H, 7.88; N, 4.38. Found: C, 67.52; H, 7.94; N, 4.36.
7. 3.
8. 3.
9. 9-Nikiforov, T., Stanchev, S., Milenkov, B., Dimitrov, V. Heterocycles 1986, 24, 1825-1829.
10. 10-Blot, J.; Bardou, A.; Bellec, C.; Fargeau-Bellassoued, M.-C.; Célérier, J.P.; Lhommet, G.; Gardette, D.; Gramain, J.-C. Tetrahedron Lett. 1997, 38, 8511-8514.
11. Dumas, F., d'Angelo J. Tetrahedron : Asymmetry 1990, 1, 167-170.