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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 12, 1982 - Issue 1
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Original Articles

Regioselective Pyranylation of (S)-1,2-Propanediol

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Pages 67-70 | Published online: 03 Jan 2007

References

  • Mc Omie , J. F. 1973 . Protective groups in Organic Chemistry London : Plenum Press . “
  • Ghirardelli , R. G. 1973 . J. Am. Chem. Soc. , 95 : 4987
  • Collins , J. C. , Hess , W. W. and Frank , F. J. 1968 . Tetrahedron Lett. , : 3363
  • All bp are uncorrected. IR spectra were recorded on a Perkin-El mer 267 spectrophotometer and 13C-NMR spectra on a Jeol PS-100 (25.2 MHz) using tetramethylsilane (TMS) as internal standard, and CDCl3 as solvent and internal loCk. Optical rotations were taken with a Perkin-Elmer 142 polarimeter, in 1 dm tubes and refer to pure liquids. Glc analyses were performed on a Girdel Four 75-FS-2(1m × 0.3cm column packed with 5% SE 301 on 80/100 mesh Chromosorb A) and on a Perkin-Elmer F 30(2m × 0.3cm column packed with 8% CW 20M + 2%KOH on 80/100 mesh Chromosorb W) equipped with flame ionization detectors, and using nitrogen as carrier gas. Mass spectra were taken at 70 eV on a Varian Mat CH-7 GC-MS spectrometer
  • In this way it was possible to accomplish a rapid and almost quan titative recovery of very soluble organic products
  • Fryzuk , M. D. and Bosnich , B. 1978 . J. Am. Chem. Soc. , 100 : 5491 Diastereoisomeric mixture
  • The impurity was the precursor (II), by comparison of the glc retention time of an authentical sample

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