Intramolecular photorearrangement of a 2-alkenyl-4-chromanone to an oxapentacyclotetradecanedione

Tetrahedron Letters

Volumn 38, Issue 31, 1997, Pages 5551-5554

  Kalena, Govind P ^a   Pradhan, Padmanava P ^a   Swaranlatha, Y ^b   Singh, Tej P ^b   Banerji, Asoke ^a  

^a BHABHA ATOMIC RESEARCH CENTRE   (India)

^b ALL INDIA INSTITUTE OF MEDICAL SCIENCES   (India)

Author keywords

[No Author keywords available]

Indexed keywords

4 CHROMANONE DERIVATIVE; HETEROCYCLIC COMPOUND;

ARTICLE; CHEMICAL MODIFICATION; CONFORMATION; DRUG STRUCTURE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHOTOLYSIS; X RAY CRYSTALLOGRAPHY;

ARENE;

EID: 0030818887     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01241-0     Document Type: Article

References (9)

1. Wender, P. A.; Siggel, L.; Nuss, K. Org. Photochem. 1989, 10, 357; Wender, P. A.; von Geldern, T. W. Aromatic compounds: Isomerisation and Cycloaddition. In Photochemistry in Organic Synthesis; Coyle, T. W.; Ed.; RSC, Cambridge, 1989, pp. 232.
2. Wender, P. A.; Siggel, L.; Nuss, K. Org. Photochem. 1989, 10, 357; Wender, P. A.; von Geldern, T. W. Aromatic compounds: Isomerisation and Cycloaddition. In Photochemistry in Organic Synthesis; Coyle, T. W.; Ed.; RSC, Cambridge, 1989, pp. 232.
3. Kalena, G. P.; Pradhan, P.; Banerji, A. Tetrahedron Lett. 1992, 33, 7775.
4. Kabaleswaran, V.; Rajan, S. S.; Kalena, G. P.; Pradhan P.; Banerji, A. Acta Cryst. 1995, C52, 1981.
5. A part of this work was presented at the IUPAC - Post ICOS-10 Symposium, New Horizons in Organic Synthesis, Regional Research Laboratory, Trivandrum (India), 1994, p. 23.
6. 6 on Bruker AC-200 (200MHz) NMR spectrometer.
7. The IUPAC name of 3 was generated with the courtesy of ACD Labs™ through internet.
8. w = 7.38. The detailed structure will be discussed elsewhere. (equation presented)
9. Schuster, D. I., Photochemical Rearrangements of Enones. In "Rearrangements in Ground and Excited State". de Mayo, P.; Ed., Academic Press, New York, 1980, Vol. 3, pp. 167 and references cited therein.