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An asymmetric synthesis of (+)-isonitramine by 'triple allylic strain-controlled' intramolecular SN2' alkylation

Publication ,  Journal Article
Kim, D; Choi, WJ; Hong, JY; Park, Y; Kim, YB
Published in: Tetrahedron Letters
February 26, 1996
Published version (DOI)

The spirocyclic alkaloid (+)-isonitramine (1) has been synthesized in a stereoselective manner utilizing a novel 'triple allylic strain-controlled' intramolecular lactam enolate SN2' alkylation.

Duke Scholars

Jiyong Hong
Author Jiyong Hong Chemistry
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Published In

Tetrahedron Letters

DOI

10.1016/0040-4039(96)00023-8

ISSN

0040-4039

Publication Date

February 26, 1996

Volume

37

Issue

9

Start / End Page

1433 / 1434

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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Kim, D., Choi, W. J., Hong, J. Y., Park, Y., & Kim, Y. B. (1996). An asymmetric synthesis of (+)-isonitramine by 'triple allylic strain-controlled' intramolecular SN2' alkylation. Tetrahedron Letters, 37(9), 1433–1434. https://doi.org/10.1016/0040-4039(96)00023-8
Kim, D., W. J. Choi, J. Y. Hong, Y. Park, and Y. B. Kim. “An asymmetric synthesis of (+)-isonitramine by 'triple allylic strain-controlled' intramolecular SN2' alkylation.” Tetrahedron Letters 37, no. 9 (February 26, 1996): 1433–34. https://doi.org/10.1016/0040-4039(96)00023-8.
Kim D, Choi WJ, Hong JY, Park Y, Kim YB. An asymmetric synthesis of (+)-isonitramine by 'triple allylic strain-controlled' intramolecular SN2' alkylation. Tetrahedron Letters. 1996 Feb 26;37(9):1433–4.
Kim, D., et al. “An asymmetric synthesis of (+)-isonitramine by 'triple allylic strain-controlled' intramolecular SN2' alkylation.” Tetrahedron Letters, vol. 37, no. 9, Feb. 1996, pp. 1433–34. Scopus, doi:10.1016/0040-4039(96)00023-8.
Kim D, Choi WJ, Hong JY, Park Y, Kim YB. An asymmetric synthesis of (+)-isonitramine by 'triple allylic strain-controlled' intramolecular SN2' alkylation. Tetrahedron Letters. 1996 Feb 26;37(9):1433–1434.
Journal cover image

Published In

Tetrahedron Letters

DOI

10.1016/0040-4039(96)00023-8

ISSN

0040-4039

Publication Date

February 26, 1996

Volume

37

Issue

9

Start / End Page

1433 / 1434

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