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Volumn 118, Issue 17, 1996, Pages 4218-4219

Strained cyclic cumulene intermediates in Diels-Alder cycloadditions of enynes and diynes

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INDENE DERIVATIVE;

EID: 0029945893     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9601144     Document Type: Article
Times cited : (88)

References (28)
  • 3
    • 33947444857 scopus 로고
    • 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
    • (1942) Chem. Rev. , vol.31 , pp. 319
    • Norton, J.A.1
  • 4
    • 0001907373 scopus 로고
    • 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
    • (1948) Org. React. , vol.4 , pp. 1
    • Kloetzel, M.C.1
  • 5
    • 0000063760 scopus 로고
    • 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
    • (1940) J. Org. Chem. , vol.5 , pp. 379
    • Butz, L.W.1    Gaddis, A.M.2    Butz, E.W.J.3    Davis, R.E.4
  • 11
    • 0000631352 scopus 로고
    • 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.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 7478
    • Li, Y.1    Houk, K.N.2
  • 12
    • 33748960439 scopus 로고
    • 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.
    • (1992) Angew. Chem., Int. Ed. Engl. , vol.31 , pp. 682
    • Houk, K.N.1    Li, Y.2    Evanseck, J.D.3
  • 13
    • 0004292749 scopus 로고
    • Wavefunction Inc.
    • (a) Spartan. Version 3.0, Wavefunction Inc., 1993.
    • (1993) Spartan. Version 3.0
  • 18
    • 0001640614 scopus 로고
    • Cycloreversion of 3 has been reported in high-temperature vapor phase reactions: (a) Runge, A.; Sander, W. Tetrahedron Lett. 1986, 27, 5835.
    • (1986) Tetrahedron Lett. , vol.27 , pp. 5835
    • Runge, A.1    Sander, W.2
  • 21
    • 15844377305 scopus 로고    scopus 로고
    • Characterization data for new compounds are included in the supporting information
    • (a) Characterization data for new compounds are included in the supporting information.
  • 22
    • 15844379381 scopus 로고    scopus 로고
    • 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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