Diastereoselective synthesis of 1-aza-spiro[5.5]Undecane skeleton

Heterocycles

Volumn 55, Issue 5, 2001, Pages 941-949

  David, Marc ^a   Dhimane, Hamid ^a   Vanucci Bacqué, Corinne ^a   Lhommet, Gérard ^a  

^a SORBONNE UNIVERSITÉ   (France)

Author keywords

[No Author keywords available]

Indexed keywords

1 AZASPIRO[5.5]UNDECANE; ALKALOID DERIVATIVE; HISTRIONICOTOXIN; PIPECOLIC ACID; SULFONE; UNCLASSIFIED DRUG;

ACIDITY; ARTICLE; CHEMICAL BINDING; CHEMICAL MODIFICATION; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 0035338986     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-01-9160     Document Type: Article

References (12)

1. M. David, H. Dhimane, C. Vanucci-Bacqué, and G. Lhommet, Synlett, 1998, 206.
2. M. David, H. Dhimane, C. Vanucci-Bacqué, and G. Lhommet, J. Org. Chem., 1999, 64, 8402.
3. J. W. Daly and T. F. Spande, In Alkaloids: Chemical and Biological Perspectives, Vol. 4, ed. by S. W. Pelletier, Wiley & Sons, New York, 1986, pp. 36-92.
4. D. S. Brown, P. Charreau, T. Hansson, and S. V. Ley, Tetrahedron, 1991, 47, 1311.
5. 11 in two steps: α-electromethoxylation and subsequent elimination of methanol.
6. These conditions have been described for analogous reaction starting from hemiaminals by other authors: E. H. Shoemaker and W. N. Speckamp, Tetrahedron Lett., 1978, 4841 and Tetrahedron, 1980, 36, 951.
7. These conditions have been described for analogous reaction starting from hemiaminals by other authors: E. H. Shoemaker and W. N. Speckamp, Tetrahedron Lett., 1978, 4841 and Tetrahedron, 1980, 36, 951.
8. D. A. Evans and E. W. Thomas, Tetrahedron Lett., 1979, 411.
9. S. P. Tanis and L. A. Dixon, Tetrahedron Lett., 1987, 28, 2495.
10. H. Dhimane, C. Vanucci-Bacqué, L. Hamon, and G. Lhommet, Eur. J. Org. Chem., 1998, 1955.
11. 1
12. Y. Matsumura, T. Kinoshita, Y. Yanagihara, N. Kanemotao, and M. Watanabe, Tetrahedron Lett., 1996, 37, 8395.