Intramolecular photocycloaddition of dioxenones with alkynes: Formation of secondary photoproducts from cyclobutene photoadducts

Organic Letters

Volumn 7, Issue 2, 2005, Pages 227-229

  Winkler, Jeffrey D ^a   McLaughlin, Emily C ^a  

^a UNIVERSITY OF PENNSYLVANIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; ALKYNE DERIVATIVE; CYCLOBUTANE DERIVATIVE; KETONE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CYCLOADDITION; MOLECULAR DYNAMICS;

EID: 13444302555     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol047795p     Document Type: Article

References (11)

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5. Baldwin, J.; Adlington, R.; Singh, R. Tetrahedron 1992, 48, 3385.
6. 13C NMR, IR, HRMS) data. Yields refer to spectroscopically and chromatographically homogeneous (>95%) materials.
7. For examples of intramolecular hydrogen atom abstraction and recombination in the excited state, see: (a) Herz, W.; Nair, M. G. J. Am. Chem. Soc. 1967 89, 5474. (b) Wolff, S.; Schriber, W. L.; Smith, A. B., III; Agosta, W. C., J. Chem. Soc., Perkin Trans. 1 1978, 1550. (c) Paquette, L. A.; Pansegrau, P.; Wiedeman, P.; Springer, J. J. Org. Chem. 1988, 53, 1461. (d) Winkler, J.; Gretler, E.; Williard, P. J. Org. Chem. 1993, 58, 1973.
8. For examples of intramolecular hydrogen atom abstraction and recombination in the excited state, see: (a) Herz, W.; Nair, M. G. J. Am. Chem. Soc. 1967 89, 5474. (b) Wolff, S.; Schriber, W. L.; Smith, A. B., III; Agosta, W. C., J. Chem. Soc., Perkin Trans. 1 1978, 1550. (c) Paquette, L. A.; Pansegrau, P.; Wiedeman, P.; Springer, J. J. Org. Chem. 1988, 53, 1461. (d) Winkler, J.; Gretler, E.; Williard, P. J. Org. Chem. 1993, 58, 1973.
9. For examples of intramolecular hydrogen atom abstraction and recombination in the excited state, see: (a) Herz, W.; Nair, M. G. J. Am. Chem. Soc. 1967 89, 5474. (b) Wolff, S.; Schriber, W. L.; Smith, A. B., III; Agosta, W. C., J. Chem. Soc., Perkin Trans. 1 1978, 1550. (c) Paquette, L. A.; Pansegrau, P.; Wiedeman, P.; Springer, J. J. Org. Chem. 1988, 53, 1461. (d) Winkler, J.; Gretler, E.; Williard, P. J. Org. Chem. 1993, 58, 1973.
10. For examples of intramolecular hydrogen atom abstraction and recombination in the excited state, see: (a) Herz, W.; Nair, M. G. J. Am. Chem. Soc. 1967 89, 5474. (b) Wolff, S.; Schriber, W. L.; Smith, A. B., III; Agosta, W. C., J. Chem. Soc., Perkin Trans. 1 1978, 1550. (c) Paquette, L. A.; Pansegrau, P.; Wiedeman, P.; Springer, J. J. Org. Chem. 1988, 53, 1461. (d) Winkler, J.; Gretler, E.; Williard, P. J. Org. Chem. 1993, 58, 1973.
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