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Only a few cases of vinylketenes participating in [4 + 2] cycloadditions have been reported. For examples, see: (a) Day, A. C.; McDonald, A. N.; Anderson, B. F.; Bartczak, T. J.; Hodder, O. J. R. J. Chem. Soc., Chem. Commun. 1973, 247. (b) Berge, J. M.; Rey, M.; Dreiding, A. S. Helv. Chim. Acta 1982, 65, 2230. (c) Collomb, D.; Doutheau, A. Tetrahedron Lett. 1997, 38, 1397.
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For reviews of the photo Wolff rearrangement, see: (a) Regitz, M.; Maas, G. Diazo Compounds-Properties and Synthesis; Academic Press: New York, 1986. (b) Doyle, M. P.; McKervey, M. A.; Ye, T. Modern Catalytic Methods for Organic Synthesis with Diazo Compounds; Wiley: New York, 1998. (c) Zollinger, H. Diazo Chemistry II: Aliphatic, Inorganic, and Organometallic Compounds; VCH: New York, 1995.
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For applications of this aromatic annulation strategy in the total synthesis of natural products, see: (a) Danheiser, R. L.; Casebier, D. S.; Loebach, J. L. Tetrahedron Lett. 1982, 33, 1149. (b) Danheiser, R. L.; Casebier, D. S.; Huboux, A. H. J. Org. Chem. 1994, 59, 4844. (c) Danheiser, R. L.; Helgason, A. L. J. Am. Chem. Soc. 1994, 116, 9471. (d) Danheiser, R. L.; Trova, M. P. Synlett 1995, 573. (e) Danheiser, R. L.; Casebier, D. S.; Firooznia, F. J. Org. Chem. 1995, 60, 8341.
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