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Highly stereoselective radical addition to a trisubstituted alkene by low temperature photolysis of thiohydroxamic esters

Publication ,  Journal Article
Scott, DM; McPhail, AT; Porter, NA
Published in: Tetrahedron Letters
January 1, 1990

Low temperature carbon radical addition to α,β-unsaturated amides of trans-2,5-dimethylpyrrolidine was achieved in high yield with high diastereoselectivity by photolysis of Barton esters. Use of an olefin substituted with three electron withdrawing groups provides synthetic versatility and regiospecificity. © 1990.

Duke Scholars

Published In

Tetrahedron Letters

DOI

ISSN

0040-4039

Publication Date

January 1, 1990

Volume

31

Issue

12

Start / End Page

1679 / 1682

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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Scott, D. M., McPhail, A. T., & Porter, N. A. (1990). Highly stereoselective radical addition to a trisubstituted alkene by low temperature photolysis of thiohydroxamic esters. Tetrahedron Letters, 31(12), 1679–1682. https://doi.org/10.1016/S0040-4039(00)88852-8
Scott, D. M., A. T. McPhail, and N. A. Porter. “Highly stereoselective radical addition to a trisubstituted alkene by low temperature photolysis of thiohydroxamic esters.” Tetrahedron Letters 31, no. 12 (January 1, 1990): 1679–82. https://doi.org/10.1016/S0040-4039(00)88852-8.
Scott DM, McPhail AT, Porter NA. Highly stereoselective radical addition to a trisubstituted alkene by low temperature photolysis of thiohydroxamic esters. Tetrahedron Letters. 1990 Jan 1;31(12):1679–82.
Scott, D. M., et al. “Highly stereoselective radical addition to a trisubstituted alkene by low temperature photolysis of thiohydroxamic esters.” Tetrahedron Letters, vol. 31, no. 12, Jan. 1990, pp. 1679–82. Scopus, doi:10.1016/S0040-4039(00)88852-8.
Scott DM, McPhail AT, Porter NA. Highly stereoselective radical addition to a trisubstituted alkene by low temperature photolysis of thiohydroxamic esters. Tetrahedron Letters. 1990 Jan 1;31(12):1679–1682.
Journal cover image

Published In

Tetrahedron Letters

DOI

ISSN

0040-4039

Publication Date

January 1, 1990

Volume

31

Issue

12

Start / End Page

1679 / 1682

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