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For early studies on enyne cycloadditions, see: (a) Norton. J. A. Chem. Rev. 1942, 31, 319. (b) Kloetzel. M. C. Org. React. 1948, 4, 1. (c) Butz. L. W.; Gaddis, A. M.; Butz, E. W. J.; Davis, R. E. J. Org. Chem. 1940, 5, 379
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For early studies on enyne cycloadditions, see: (a) Norton. J. A. Chem. Rev. 1942, 31, 319. (b) Kloetzel. M. C. Org. React. 1948, 4, 1. (c) Butz. L. W.; Gaddis, A. M.; Butz, E. W. J.; Davis, R. E. J. Org. Chem. 1940, 5, 379
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The long-standing debate on this issue seems firmly resolved in favor of synchronous reaction: (a) Li, Y.; Houk, K. N. J. Am. Chem. Soc. 1993, 115, 7478. (b) Houk, K. N.; Li, Y.; Evanseck, J. D. Angew. Chem., Int. Ed. Engl. 1992, 31, 682.
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The long-standing debate on this issue seems firmly resolved in favor of synchronous reaction: (a) Li, Y.; Houk, K. N. J. Am. Chem. Soc. 1993, 115, 7478. (b) Houk, K. N.; Li, Y.; Evanseck, J. D. Angew. Chem., Int. Ed. Engl. 1992, 31, 682.
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more..
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Cycloreversion of 3 has been reported in high-temperature vapor phase reactions: (a) Runge, A.; Sander, W. Tetrahedron Lett. 1986, 27, 5835.
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15844377305
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Characterization data for new compounds are included in the supporting information
-
(a) Characterization data for new compounds are included in the supporting information.
-
-
-
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22
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15844379381
-
-
Percentages shown in Scheme 1 are from GLC analysis, corrected for unreacted starting material. Conversions were typically 50-80%
-
(b) Percentages shown in Scheme 1 are from GLC analysis, corrected for unreacted starting material. Conversions were typically 50-80%.
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23
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0001428223
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33845472035
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Methylindanes 13 and 15 were prepared as previously described: Adamczyk, M.; Watt, D. S.; Netzel, D. J. Org. Chem. 1984, 44, 4226.
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