Diastereoselective synthesis of trans-fused tetrahydropyran derivatives of 5H-dibenzo[a,d]cycloheptene

Tetrahedron Letters

Volumn 43, Issue 48, 2002, Pages 8697-8700

  Mao, Hua ^a   Koukni, Mohamed ^a   Kozlecki, Tomasz ^a   Compernolle, Frans ^a   Hoornaert, Georges J ^a  

^a UNIVERSITY OF LEUVEN   (Belgium)

Author keywords

Heterocyclic compounds; Tetrahydropyran; Tricyclic compounds

Indexed keywords

(12 FLUORO) 4,4A,9,13B TETRAHYDRODIBENZO[3,4 6,7]CYCLOHEPTA[1,2 B]PYRAN 3(2H) ONE; ALLYLMAGNESIUM; CYCLOHEPTENE; MAGNESIUM DERIVATIVE; PYRAN DERIVATIVE; UNCLASSIFIED DRUG;

ACETYLATION; ARTICLE; CATALYST; CYCLIZATION; DIASTEREOISOMER; DRUG CONFORMATION; DRUG SYNTHESIS; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

EID: 0037175491     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02111-1     Document Type: Article

References (11)

1. Compernolle F., Mao H., Tahri A., Kozlecki T., Van der Eycken E., Medaer B., Hoornaert G.J. Tetrahedron Lett. 43:2002;3011-3015.
2. Andrés-Gil, J. I.; Fernandez-Gadea, F. J.; Gil-Lopetegui, P.; Diaz-Martinez, A. Janssen Pharmaceutica, N. V. Patent Application PCT/EP98/06352; WO 99/19317 22 April, 1999.
3. Kaspersen F.M., Van Rooij F.A.M., Sperling E.G.M., Wieringa J.H. J. Label. Comp. Radiopharm. 9:1989;1055-1068.
4. Liang K.-W., Li W.-T., Peng S.-M., Wang S.-L., Liu R.-S. J. Am. Chem. Soc. 119:1997;4404-4412.
5. Liang K.-W., Chandrasekharam M., Li C.-L., Liu R.-S. J. Org. Chem. 63:1998;7289-7293.
6. Broom N., O'Hanlon P.J., Simpson T.J., Stephen R., Willis C.L. J. Chem. Soc., Perkin Trans. 1. 1995;3067-3072.
7. 2O, 81%).
8. Martinelli M.J., Nayyar N.K., Moher E.D., Dhokte U.P., Pawlak J.M., Vaidyanathan R. Org. Lett. 1:1999;447-450.
9. Martinelli M.J., Vaidyanathan R., Khau V.V. Tetrahedron Lett. 41:2000;3733-3776.
10. -1): 2495, 1495, 1250, 1055
11. Calculations were carried out using the Hyperchem™ molecular mechanics method.