Tandem reorganisation of 1,3-dipolar cycloadducts of C-(4-oxo- 4H[1]benzopyran-3-yl)-N-phenylnitrone and allenic esters, leading to novel functionalized benzo[b]indolizines

Tetrahedron Letters

Volumn 40, Issue 1, 1999, Pages 175-176

  Ishar, M P S ^a   Kumar, Kamal ^a  

^a GURU NANAK DEV UNIVERSITY   (India)

Author keywords

Allenic esters; Cycloaddition; Indolizines; Nitrone

Indexed keywords

ALLENE DERIVATIVE; BENZOPYRAN DERIVATIVE; INDOLIZINE DERIVATIVE; NITRO DERIVATIVE;

ARTICLE; CONFORMATION; CYCLIZATION; MOLECULAR MODEL; REACTION ANALYSIS; REACTION TIME; STEREOSPECIFICITY; SYNTHESIS;

STAPHYLOCOCCUS PHAGE 3A;

EID: 0032890483     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)80051-8     Document Type: Article

References (17)

1. (a) Heathcock, C.H.; Graham, S.L.; Pirrung, M.C.; Plavec, F.; White, C.T. in The Total Synthesis of Natural Products; Apsimon, J.W. Ed.; John Wiley: New York, vol. 5, 1983.
2. (b) Schuster, H.F.; Copolla, G.M. Allenes in Organic synthesis; Wiley: New York, 1989.
3. (c) Zimmer, R. Synthesis 1993, 165.
4. (d) Ikeeda, I.; Kanematsu, K., J. Chem. Soc., Chem. Commun. 1995, 453.
5. (e) Marshall, J.A.; Tang, Y., J. Org. Chem. 1993, 58, 3233.
6. (f) Schmittel, M.; Wohrle, C. J. Org. Chem. 1995, 60, 8223 and references cited therein.
7. (g) Meyer, C.; Marek, I.; Courtemanche, G.; Normant, J.F. J. Org. Chem. 1995, 60, 863.
8. Padwa, A.; Bullock, W.H.; Kline, D.N.; Perumattam, J. J. Org. Chem. 1989, 54, 2862.
9. (b) Padwa, A.; Kline, D.N.; Norman, B.H. J. Org. Chem. 1989, 54, 810.
10. (c) Wilkens., J.; Kuhling, A.; Blechert, S. Tetrahedron 1987, 43, 2237.
11. (d) Blechert, S.; Knier, R.; Schroers, H.; Wirth, T. Synthesis 1995, 592.
12. (a) Ishar, M.P.S.; Wali, A.; Gandhi, R.P. J. Chem. Soc., Perkin Trans. 1 1990, 2185 and references cited therein.
13. (b) Ishar, M.P.S.; Gandhi, R. P. Tetrahedron 1993, 49, 6729.
14. Ishar, M.P.S. ; Kumar, K.; Singh, R; Tetrahedron Lett. 1998, 39, 6547.
15. 4:Hexane,1:4), mp 68-69°C.
16. Breitmair, E.; Voelter, W. Carbon-13 NMR Spectroscopy. VCH, Weinheim, 1986, p. 222 & 284.
17. Gowravaram, S., Aldrichimica Acta. 1996, 29, 15.