Selective reduction of 2-(ß-cyanoalkyl)oxazolines into cyclic amidines

Tetrahedron Letters

Volumn 37, Issue 23, 1996, Pages 3993-3996

  Langlois, Nicole ^a   Dahuron, Nathalie ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDINE; AMINE; PYRROLE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0029927160     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00741-1     Document Type: Article

References (16)

1. Dahuron, N.; Langlois, N. Synlett. 1996, 51-52.
2. a) Bowery, N.G.; Hill, D.R.; Hudson, A.L.; Doble, A.; Middlemiss, N.D.; Shaw, J.; Turnbull, M. Nature, 1980, 283, 92-94.
3. b) Silverman, R.B.; Levy, M.A. J. Biol. Chem., 1981, 256, 11565-11568.
4. Meyers, A.I.; Temple, D.L.; Haidukewych, D.; Mihelich, E.D. J. Org. Chem. 1974, 39, 2787-2793.
5. 3-C-4′).
6. 3-3′).
7. Soffer, L.M.; Katz, M. J. Am. Chem. Soc., 1956, 78, 1705-1709.
8. LAH solutions were titrated according to : Brown, E.; Lézé, A.; Touet, J. Tetrahedron Lett. 1991, 32, 4309-4310.
9. The diastereomeric excess was measured by examination of the distinct signals related to one of the proton of the oxazoline ring (H-5).
10. 3).
11. Andruszkiewicz, R.; Barren, A.G.M.; Silverman, R.B. Synth. Commun. 1990, 20, 159-166.
12. 12.
13. Baggiolini, E.; Berscheid, H.G.; Bozzato, G.; Cavalieri, E.; Schaffner, K.; Jeger, O. Helv. Chim. Acta 1971, 54, 429-449.
14. Satoh, T.; Suzuki, S; Suzuki, Y.; Miyaji, Y.; Imai, Z. Tetrahedron Lett. 1969, 4555-4558.
15. Heinzman, S.W.; Ganem, B. J. Am. Chem. Soc. 1982, 104, 6801-6802.
16. Ganem, B.; Osby, J.O. Chem. Rev. 1986, 86, 763-780.