Domino Knoevenagel hetero-Diels-Alder reactions: A stereoselective synthesis of sugar fused furo[3,2-b]pyrano[4,3-d]pyran derivatives

Tetrahedron Letters

Volumn 45, Issue 17, 2004, Pages 3493-3497

  Yadav, J S ^a   Reddy, B V S ^a   Narsimhaswamy, D ^a   Lakshmi, P Naga ^a   Narsimulu, K ^a   Srinivasulu, G ^a   Kunwar, A C ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

1,3 Diones; cis Annelated polycyclic heterocycles; Domino Knoevenagel hetero Diels Alder reaction; Sugar aldehyde

Indexed keywords

COUMARIN DERIVATIVE; PYRAN DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMOSENSITIVITY; DIELS ALDER REACTION; DRUG SYNTHESIS; MOLECULAR DYNAMICS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOCHEMISTRY;

BETULACEAE;

EID: 1842637262     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.02.149     Document Type: Article

References (13)

1. Feuer G. Ellis G.P., West G.B. Progress in Medicinal Chemistry. 1974;North-Holland, New York.
2. Deana A.A. J. Med. Chem. 26:1983;580-585.
3. Wenkert E., Buckwalter B.L. J. Am. Chem. Soc. 94:1972;4367-4369.
4. Barr S.A., Neville C.F., Grundon M.F., Boyd D.R., Malone J.F.I., Evans T.A. J. Chem. Soc., Perkin Trans. 1. 1995;445-452.
5. Ahmad S. J. Nat. Prod. 47:1985;391-392.
6. Mitaku S., Skaltsounis A.L., Tillequin F., Koch M., Pusset J., Chauviere G. J. Nat. Prod. 48:1985;772-773.
7. Tietze L.F. Chem. Rev. 96:1996;115-136.
8. Tietze L.F., Zhou Y.F. Angew. Chem., Int. Ed. 38:1999;2045-2047.
9. Tietze L.F., Kettschau G., Gewert J.A., Schuffenhauer A. Curr. Org. Chem. 2:1998;19-40.
10. Tietze L.F., Ott C., Haunert F. Can. J. Chem. 79:2001;1511-1514.
11. Shanmugasundaram M., Manikandan S., Raghunathan R. Tetrahedron. 58:2002;997-1003.
12. Molecular mechanics calculations were carried out using the Sybyl 6.8 program on a Silicon Graphics O2 workstation.
13. -1. FAB Mass: m/z: 351 (M+1), 293, 250, 233, 207, 191, 179, 165, 154, 145, 137, 123, 109, 95, 81, 69, 55.