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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 9, 1979 - Issue 4
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Original Articles

The Cleavage of t-Butyldimethylsilyl Ethers with Boron Trifluoride Etherate

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Pages 295-299 | Received 05 Oct 1978, Published online: 05 Dec 2006

References

  • 1978 . Presented at the Poster Session during the International symposium on The Chemistry and Biochemistry of Prostanoids . July 1978 . University of Salford .
  • Corey , E. J. and Venkateswarlu , A. 1972 . J. Amer. Chem. Soc. , 94 : 6190
  • Compounds 1a–3b, 5a and 5b gave identical spectral data to that of authentic materials (see ref. 4)
  • Dutch patent Application No. 7,613,429
  • Dimsdale , M. J. , Newton , R. F. , Rainey , D. K. , Webb , C. F. , Lee , T. V. and Roberts , S. M. 1977 . Chem. Commun. , 716
  • Crossland , N. M. , Roberts , S. M. and Newton , R. F. 1978 . Chem. Commun. , 661
  • IR, neat (cm–1), 3450 s. br, 2960s, 2940s, 2860s, 1745s, 1665m, 1625m. NMR, 6.6–5.3 (4H,m), 4.6(1H,m) 2.9–2.4 (5H,m), 2.4–1.9 (4H,m), 1.5–1.1 (5H,m), 1.1–0.8 (3H,t). MS (m/e) 235 (M+1,15%), 234 (M,100%), 192 (10%), 191 (20%), 177 (20%,M—C4H9), 176 (10%,M—C4H10), 150 (20%), 149 (50%), 91 (70%). High resolution MS, Calc 234.1619 Found 234. 1619
  • Sommer , L. H. and Ansul , G. R. 1955 . J. Amer. Chem. Soc. , 77 : 2482
  • Sommer , L. H. U. S. Patent 2,713,060 . 1955 . Chem. Abs., 1956, 50, 5742
  • Doyle , M. P. , West , C. T. , Donnelly , S. J. and HcOsker , C. C. 1976 . J. Organometal. Chem. , 117 : 129

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