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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 9, 1979 - Issue 5
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Original Articles

Acid-Catalyzed Diels-Alder Reactions of Cycloalkenones

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Pages 391-394 | Received 15 Nov 1978, Published online: 06 Dec 2006

References

  • Bartlett , P. D. and Woods , G. F. 1940 . J. Am. Chem. Soc. , 62 : 2933 W. Nudenberg and L. W. Butz, ibid., 65, 1437(1943); A. M. Gaddis and L. W. Butz, ibid., 69, 117(1947)
  • Nazarov , I. N. and Bergelson , D. L. 1952 . J. Gen. Chem. USSR , 2 : 515 For later related Diels-Alder syntheses see inter alia, I. V. Torgov, I. I. Zaretskaya, G. P. Verkholetova, S. N. Ananchenko, and V. M. Andreev, Izvest. Akad. Nauk. SSSR, Otd. Khim. Nauk., 78(1953); W. G. Dauben, J. M. Logan, and E. J. Blanz, Jr., J. Am. Chem. Soc., 76, 6384(1954); R. L. Kronenthal and E. I. Becker, ibid., 79, 1095(1957); M. Idelson and E. I. Becker, ibid., 80, 908(1958); E. D. Bergmann and A. Becker, ibid., 81, 221(1959); H. O. House, W. F. Gannon, R. S. Ro, and D. J. Wluka, ibid., 82, 1463(1960); H. O. House and G. H. Rasmusson, J. Org. Chem., 28, 31(1963); F. Nerdel and H. Dahl, Justus Liebigs Ann. Chem., 710, 90(1967); K. Yamamoto, I. Kawasaki, and T. Kaneko, Tetrahedron Lett., 4859(1970); H. W. Thompson and D. G. Melillo, J. Am. Chem. Soc., 92, 3218(1970); T. Harayama, H. Cho, M. Ohtani, and Y. Inubushi, Chem. Pharm. Bull. Japan, 22, 2784(1974); T. Harayama, H. Cho, and Y. Inubushi, Tetrahedron Lett., 2693(1975); S. Danishefsky and T. Kitahara, J. Org. Chem., 40, 538(1975)
  • Yates , P. and Eaton , P. 1960 . J. Am. Chem. Soc. , 82 : 4436 G. I. Fray and R. Robinson, ibid., 83, 249(1961)
  • Wenkert , E. and Naemura , K. 1973 . Synth. Comm. , 3 : 45 A 1967–1970 study of aluminum chloride-catalyzed reactions of 1,3-butadiene and variously methylated cyclohexenones (E. Wenkert and C. A. Michalsky, unpublished observations) laid the conceptual basis for one of the first uses of an intramolecular Diels-Alder reaction in the field of natural product synthesis and led to the systematic investigation presented herewith

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