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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 20, 1990 - Issue 14
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Original Articles

Synthesis of (±)-2-Methoxy-9a-Carbamorphinan and (±)-2-Methoxy-9a-Carba-14α-Morphinan: Acid Catalyzed Cyclizations of 1-m-Methoxybenzyl-4, 4a,5,6,7,8-Hexahydronaphthalen-2(3H)-ONE and 1 -m-Methox Ybenzyloctalins

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Pages 2203-2216 | Received 01 May 1990, Published online: 24 Oct 2006

References

  • Chakraborti , A. K. , Alam , S. K. , Chakraborti , P. C. , Dasgupta , R. , Chakravarty , J. , Ghatak , U. R. , Kabiraj , A. and Biswas , S. G. 1986 . J. Chem. Soc. Perkin Trans. , 1 : 1243
  • Grewe , R. 1947 . Angew. Chem. , 59 : 194 Similar cyclizations have been extensively studied, e. g
  • Schnider , O. and Grüssner , Av . 1949 . Helv. Chim. Acta , 32 : 821
  • Grewe , R. and Mondon , A. 1948 . Chem. Ber. , 81 : 279
  • Kawasaki , K. and Matsumura , H. 1969 . Chem, Pharm, Bull. , 17 : 1158
  • Stork , G. , Kretchmer , R. A. and Schlessinger , R. H. 1968 . J. Am. Chem. Soc. , 90 : 1647
  • Barrow , C. J. , Bright , S. T. , Coxon , J. M. and Steel , P. J. 1989 . J. Org. Chem. , 54 : 2542
  • Mori , K. and Matsui , M. 1966 . Tetrahedron , 22 : 879
  • Giarrusso , F. and Ireland , R. E. 1968 . J. Org. Chem. , 33 : 3560
  • Mitsui , S. , Kudo , Y. and Kobayashi , M. 1969 . Tetrahedron , 25 : 1921
  • Buchanan , G. L. and Lloyd , D. , eds. 1969 . Topics in carbocyclic Chemistry , Vol. I , 199 London : Logos Press .
  • Tahara , A. and Ohtsuka , Y. 1972 . Chem. Pharm. Bull. (Tokyo) , 20 : 1637
  • McKillop , A. and Ford , M. E. 1972 . Syn. Commun. , 2 : 307
  • Huang-Minion . 1946 . J. Am. Chem. Soc. , 68 : 2487
  • Leonard , N. J. and Gelfand , S. 1955 . J. Am. Chem. Soc. , 77 : 3269
  • Stork , G. 1968 . Pure Appl. Chem. , 17 : 383
  • Kretchmer , R. A. and McCloskey , M. B. 1972 . J. Org. Chem. , 37 : 1989 For examples of orthσalkylations, see: and refs. cited therein

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