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Enantioselectivity in camphor pinacolisation

Publication ,  Journal Article
Pradhan, SK; Thakker, KR; McPhail, AT
Published in: Tetrahedron Letters
January 1, 1987

Total enantioselectivity has been observed in pinacol formation using Li/THF. (+) Camphor and (±) Camphor give the optically active and racemic form of a single pinacol whose stereochemistry has been established as endo:endo by X-ray analysis. An exo:endo pinacol is formed as the sole product if camphor is added to Li/NH3. Tentative mechanism is proposed. © 1987.

Duke Scholars

Published In

Tetrahedron Letters

DOI

ISSN

0040-4039

Publication Date

January 1, 1987

Volume

28

Issue

16

Start / End Page

1813 / 1816

Related Subject Headings

  • Organic Chemistry
  • 3405 Organic chemistry
  • 3404 Medicinal and biomolecular chemistry
  • 3101 Biochemistry and cell biology
  • 0305 Organic Chemistry
  • 0304 Medicinal and Biomolecular Chemistry
 

Citation

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Pradhan, S. K., Thakker, K. R., & McPhail, A. T. (1987). Enantioselectivity in camphor pinacolisation. Tetrahedron Letters, 28(16), 1813–1816. https://doi.org/10.1016/S0040-4039(00)95429-7
Pradhan, S. K., K. R. Thakker, and A. T. McPhail. “Enantioselectivity in camphor pinacolisation.” Tetrahedron Letters 28, no. 16 (January 1, 1987): 1813–16. https://doi.org/10.1016/S0040-4039(00)95429-7.
Pradhan SK, Thakker KR, McPhail AT. Enantioselectivity in camphor pinacolisation. Tetrahedron Letters. 1987 Jan 1;28(16):1813–6.
Pradhan, S. K., et al. “Enantioselectivity in camphor pinacolisation.” Tetrahedron Letters, vol. 28, no. 16, Jan. 1987, pp. 1813–16. Scopus, doi:10.1016/S0040-4039(00)95429-7.
Pradhan SK, Thakker KR, McPhail AT. Enantioselectivity in camphor pinacolisation. Tetrahedron Letters. 1987 Jan 1;28(16):1813–1816.
Journal cover image

Published In

Tetrahedron Letters

DOI

ISSN

0040-4039

Publication Date

January 1, 1987

Volume

28

Issue

16

Start / End Page

1813 / 1816

Related Subject Headings

  • Organic Chemistry
  • 3405 Organic chemistry
  • 3404 Medicinal and biomolecular chemistry
  • 3101 Biochemistry and cell biology
  • 0305 Organic Chemistry
  • 0304 Medicinal and Biomolecular Chemistry