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Notes

Enantiotopically Selective Oxidation of 1,5-Diols with Gluconobacters Preparation of (S)-Mevalonolactone

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Pages 1895-1896 | Received 24 Feb 1981, Published online: 09 Sep 2014

References

  • H. Ohta and H. Tetsukawa, Chem. Lett., 1979, 1379.
  • J.W. Cornforth and R.H. Cornforth “Natural Substances Formed Biologically from Mevalonic Acid,” ed. by T.W.Goodwin, Academic Press, New York, N.Y., 1970, p. 5.
  • G. Tamura, K. Ando, K. Kodama and K. Arima, Appl. Microbiol., 16, 965 (1968).
  • M. Eberle and D. Arigoni, Helv. Chim. Acta, 43, 1508 (1960).
  • R.H. Cornforth, J.W. Cornforth and G. Popjak, Tetrahedron, 18, 1351 (1962).
  • Mevalonolactone; PMR \delta _{TMS}^{CDC{I_3}}$ d jms'3: 1-37 (s, 3H), 1.89 (m, 2H), 2.55 (m, 2H), 3.37 (broad s, 1H), 4.2~4.8 (m, 2H). IR \nu _{mzx}^{KBr}$:3400, 2960, 2910, 1720, 1235, 1125, 1065, 1020, 930, 880, 800. Benzhydryl amide mp. 96~97°C. Anal. Found: C, 70.24; H, 7.14; N, 4.24. Calcd for C17H23NO3: C, 70.56; H, 8.01; N, 4.84%.
  • F.C. Haug, L.F.H. Lee, R.S.D. Mittal, P.R. Ravikuman, J.A. Chan, C.J. Sih, E. Capsi and C.R. Eck, J. Am. Chem. Soc., 97, 4144 (1975).
  • A.J. Irwin and J.B. Jones, J. Am. Chem. Soc., 99, 556 (1977).

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