Preparation and diastereoselective functionalization of a new chiral non racemic bicyclic hydrazinolactam

Tetrahedron Letters

Volumn 39, Issue 44, 1998, Pages 8081-8084

  Roussi, Fanny ^a   Bonin, Martine ^a   Chiaroni, Angèle ^b   Micouin, Laurent ^a   Riche, Claude ^b   Husson, Henri Philippe ^a  

^a UNIVERSITÉ PARIS DESCARTES   (France)

^b INSTITUT DE CHIMIE DES SUBSTANCES NATURELLES   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CARBONYL DERIVATIVE; CILAZAPRIL; HYDRAZINE DERIVATIVE; HYDRAZINOLACTAM; LACTAM DERIVATIVE; LUZOPEPTIN; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CHEMICAL REACTION; DRUG STRUCTURE; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY; X RAY ANALYSIS;

EID: 0032578750     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01813-9     Document Type: Article

References (13)

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2. 2. (a) Greck, C. ; Bischoff, L. ; Genêt, J.-P. Tetrahedron: Asymmetry 1995, 6, 1989-1994.
3. (b) Tamaki, K. ; Kurihara, S. ; Oikawa, T. ; Tansawa, K. ; Sugimura, Y. J. Antibiot. 1993, 47, 1481-1492.
4. 3. Attwood, M. R. ; Hassall C. H. ; Kröhn, A. ; Lawton, G., Redshaw, S. J. Chem. Soc., Perkin Trans. 1 1986, 1011-1019.
5. 4. Hanessian, S. ; Mc Naughton-Smith, G. ; Lombart, H.-G. ; Lubell, W. D. Tetrahedron 1997, 53, 12789-12854.
6. 5. (a) Micouin, L. ; Varea, T. ; Riche, C. ; Chiaroni, A. ; Quirion, J.-C. ; Husson, H.-P. Tetrahedron Lett. 1994, 35, 2529-2532.
7. (b) Micouin, L. ; Jullian, V. ; Quirion, J.-C. ; Husson, H.-P. Tetrahedron: Asymmetry 1996, 7, 2839-2846.
8. 3 : C 63.40, H 5.73, N 11.38; Found : C 63.39, H 5.61, H 11.38.
9. 8. (a) Ragan, J. A. ; Claffey, M. C. Heter. 1995, 41, 57-70.
10. (b) Meyers, A. I. ; Kunnen, K. B. J. Am. Chem. Soc. 1987, 109, 4405-4407.
11. 2O : C 70.01, H 6.31, N 8.26. Found: C 70.16, H 6.08, N 8.18.
12. 10. Evans, D. A. ; Britton, T. C. ; Dorow, R. L. ; Dellaria, J. F. J. Am. Chem. Soc. 1986, 108, 6395-6397.
13. 2) = 0.1618 (for all the 1401 data with goodness-of-fit S = 1.153). Lists of the fractional atomic coordinates, thermal parameters, distances, bond and torsion angles have been deposited at the Cambridge Crystallographic Data Centre, U.K., as Supplementary Material (CIF file).