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Carbocyclic analogs of C-nucleosides: a key intermediate via a novel and efficient CC ring scission

Publication ,  Journal Article
Saksena, AK; McPhail, AT; Onan, KD
Published in: Tetrahedron Letters
January 1, 1981

Treatment of hydroxymethylene ketone 6 with trimethylene dithiotosylate according to literature conditions,3b led to the novel CC ring scission product 7 in high yield; also, the hydroxide-initiated cleavage4 of 1 gave the β-elimination product 13 which underwent a highly stereospecific addition of diazomethane to provide 15. © 1981.

Duke Scholars

Published In

Tetrahedron Letters

DOI

ISSN

0040-4039

Publication Date

January 1, 1981

Volume

22

Issue

22

Start / End Page

2067 / 2070

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

APA
Chicago
ICMJE
MLA
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Saksena, A. K., McPhail, A. T., & Onan, K. D. (1981). Carbocyclic analogs of C-nucleosides: a key intermediate via a novel and efficient CC ring scission. Tetrahedron Letters, 22(22), 2067–2070. https://doi.org/10.1016/S0040-4039(01)93278-2
Saksena, A. K., A. T. McPhail, and K. D. Onan. “Carbocyclic analogs of C-nucleosides: a key intermediate via a novel and efficient CC ring scission.” Tetrahedron Letters 22, no. 22 (January 1, 1981): 2067–70. https://doi.org/10.1016/S0040-4039(01)93278-2.
Saksena AK, McPhail AT, Onan KD. Carbocyclic analogs of C-nucleosides: a key intermediate via a novel and efficient CC ring scission. Tetrahedron Letters. 1981 Jan 1;22(22):2067–70.
Saksena, A. K., et al. “Carbocyclic analogs of C-nucleosides: a key intermediate via a novel and efficient CC ring scission.” Tetrahedron Letters, vol. 22, no. 22, Jan. 1981, pp. 2067–70. Scopus, doi:10.1016/S0040-4039(01)93278-2.
Saksena AK, McPhail AT, Onan KD. Carbocyclic analogs of C-nucleosides: a key intermediate via a novel and efficient CC ring scission. Tetrahedron Letters. 1981 Jan 1;22(22):2067–2070.
Journal cover image

Published In

Tetrahedron Letters

DOI

ISSN

0040-4039

Publication Date

January 1, 1981

Volume

22

Issue

22

Start / End Page

2067 / 2070

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