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1,3 acyclic control in free radical reactions: Threo-selective additions

Publication ,  Journal Article
Radinov, R; Mero, CL; McPhail, AT; Porter, NA
Published in: Tetrahedron Letters
November 6, 1995
Published version (DOI)

Oxazolidinone acrylamides undergo addition reactions with alkyl iodides and allyltributylstannane to give 1,3-substituted products with a threo preference in excess of 10:1. This threo preference is highest for reactions carried out in nonpolar solvents, a result consistent with dipolar stabilization of the transition state leading to the threo product. © 1995.

Duke Scholars

Andrew T. McPhail
Author Andrew T. McPhail Chemistry

Published In

Tetrahedron Letters

DOI

10.1016/0040-4039(95)01767-C

ISSN

0040-4039

Publication Date

November 6, 1995

Volume

36

Issue

45

Start / End Page

8183 / 8186

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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Radinov, R., Mero, C. L., McPhail, A. T., & Porter, N. A. (1995). 1,3 acyclic control in free radical reactions: Threo-selective additions. Tetrahedron Letters, 36(45), 8183–8186. https://doi.org/10.1016/0040-4039(95)01767-C
Radinov, R., C. L. Mero, A. T. McPhail, and N. A. Porter. “1,3 acyclic control in free radical reactions: Threo-selective additions.” Tetrahedron Letters 36, no. 45 (November 6, 1995): 8183–86. https://doi.org/10.1016/0040-4039(95)01767-C.
Radinov R, Mero CL, McPhail AT, Porter NA. 1,3 acyclic control in free radical reactions: Threo-selective additions. Tetrahedron Letters. 1995 Nov 6;36(45):8183–6.
Radinov, R., et al. “1,3 acyclic control in free radical reactions: Threo-selective additions.” Tetrahedron Letters, vol. 36, no. 45, Nov. 1995, pp. 8183–86. Scopus, doi:10.1016/0040-4039(95)01767-C.
Radinov R, Mero CL, McPhail AT, Porter NA. 1,3 acyclic control in free radical reactions: Threo-selective additions. Tetrahedron Letters. 1995 Nov 6;36(45):8183–8186.
Journal cover image

Published In

Tetrahedron Letters

DOI

10.1016/0040-4039(95)01767-C

ISSN

0040-4039

Publication Date

November 6, 1995

Volume

36

Issue

45

Start / End Page

8183 / 8186

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