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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 19, 1989 - Issue 13-14
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Original Articles

Reformatsky Reaction Using Zn/Ag Couple

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Pages 2355-2361 | Received 06 Mar 1989, Published online: 24 Oct 2006

References

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  • This determination was made by Dr N. Deschamps, Laboratoire Pierre Süe, Centre d'Etudes Nucléaires de Saclay to whom we are grateful.
  • Using either freshly prepared Zn/Ag couple or one year old one kept in a glass jar in the dark or on the bench without any precaution gives exactly the same result.
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  • AgOAc 0,1%:20 FF/g excess 10% Cu(OAc)2 10%: 0,5 FF/g excess 200–400%
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  • NMR. 1.16 (6H, s); 1.21 (3H, t, J∼8 Hz); 2.32 (2H, s); 3.25 (1H, s); 4.10 (2H, q, J∼8 Hz).
  • Cohen , S. G. and Weinstein , S. Y. 1964 . J. Am. Chem. Soc. , 86 : 725
  • Jones , E. R. H. , O'Sullivan , D. G. and Whiting , M. C. 1949 . J. Chem. Soc. , : 1415
  • NMR: 1.26 (3H, t, J∼7 Hz); 1.71 (6H, s); 2.38 (2H, d, J∼7 Hz); 2.79 (1H, s); 4.14 (2H, q, J∼7 Hz); 4.45 − 4.85 (1H, m); 5.18 (1H, d, J∼7 Hz).
  • Colonge , J. and Varagnat , J. 1961 . Bull. Soc. chim. Fr. , : 237
  • NMR: 1.35 − 2.15 (10H, m); 2.52 (2H, s); 3.10 (1H, s).
  • NMR 0.95 (3H, s); 1.26 (3H, s); 1.32 (3H, t, J∼7 Hz); 1.64 (3H, m); 1.80 −2.10 (4H, m); 2.30 (1H, d, J∼10 Hz); 4.25 (2H, q, J∼7 Hz); 5.65 (1H, m); 5.88 (1H, d, J∼16 Hz); 6.92 (1H, dd, J∼16 Hz, J∼10 Hz).
  • Mousseron , M and Mousseron-Canet , M. 1958 . C. R. Acad. Sci. C , 247 : 1937 NMR: 1.31 (3H, t, J∼7 Hz); 1.68 (3H, s); 1.75 (6H. s); 2 − 2.30 (4H, m); 2.45 (2H, d, J∼7 Hz); 3.00 (1H, s); 4.25 (2H, q, J∼7 Hz); 4.60 − 5.00 (1H, m); 5.10 −5.50 (2H, m).
  • NMR: 1.30 (3H, t, J∼7 Hz); 1.65 (3H, s); 1.71 (3H, s); 1.96 (3H, s); 2.08 − 2.39 (4H, m); 4.24 (2H, q, J∼7 Hz); 5.13 (1H, t, J∼8 Hz); 5.82 (1H, d, J∼16 Hz); 6.07 (1H, d, J∼16 Hz); 7.63 (1H, dd, J∼16 Hz, J∼11 Hz).

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