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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 6, 1976 - Issue 2
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Original Articles

Synthesis of Methyl 2-Pyrone-4-carboxylate

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Pages 141-146 | Received 08 Dec 1975, Published online: 13 Dec 2006

References

  • Imagawa , T. , Kawanisi , M. and Sisido , K. 1971 . Chem. Comm. , : 1292 T. Imagawa, N. Sueda, and M. Kawanisi, ibid., 388 (1972); T. Imagawa, N. Sueda, and M. Kawanisi, Chem. Lett., 417 (1973); T. Imagawa, N. Sueda, and M. Kawanisi, Tetrahedron, 30, 2227 (1974).
  • Lapworth , A. 1901 . J. Chem. Soc. , 79 : 1279 For 3-derivative for 5-derivative, A. K. Bahl and W. Kemp, J. Chem. Soc. (C), 2268 (1971); for 6-derivative, T. B. Windholz, L. H. Peterson, and G. J. Kent, J. Org. Chem., 28, 1443 (1963).
  • Hasizume , K. , Yamamura , S. and Inoue , S. 1968 . Chem. Pharm. Bull. , 16 : 2292
  • Fischer , H. O. L. and Baer , E. 1935 . Helv. Chim. Acta , 18 : 514 E. J. Witzemann, W. L. Evans, H. Hass, and E. F. Schroeder, Org, Syn., Coll. Vol. II, p. 307 (1943).
  • Yanovskaya , L. A. , Stepanova , R. N. , Kogan , G. A. and Kucherov , V. F. 1963 . Chem. Abstr. , 59 : 7368
  • Osuch , C. , Franz , J. E. and Fienty , F. B. 1964 . J. Org. Chem. , 29 : 3720 R. Eyjolfsson, Acta Chem. Scand., 24, 3075 (1970).
  • Shirley , D. A. 1951 . “ Preparation of Organic Intermediates ” . 108 New York : John Wiley & Sons .
  • At the earlier stage of the treatment with sodium formate-formic acid, two stereoisomers of 9a were found in addition to 9a; for 9b: nmr (CCl4): & 7. 72 and 7.33 (d, 13. 8 Hz, 1H each), 6.41 (s, 1H), 3.80 and 3.73 (s, 3H each) and for 9c: 6.40 and 6.25 (d, 9.0 Hz, 1H each), 6.15 (s, 1H), 3.88 and 3.75 (s, 3H each) ppm. However, further studies were not undertaken.
  • Satisfactory elemental analysis data were obtained for all new compounds
  • Tanida , H. , Tori , K. and Kitahonoki , K. 1967 . J. Amer. Chem. Soc. , 89 : 3212 For the coupling constants, see

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