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A novel and efficient method for the preparation of asymmetric dithioacetals

Publication ,  Journal Article
Gauthier, JY; Henien, T; Lo, L; Thérien, M; Young, RN
Published in: Tetrahedron Letters
January 1, 1988

Aldehydes and ketones react with one equivalent each of thiols and thiolacetic acid under acid catalysis to yield almost exclusively the mixed alkylthio-(or arylthio-) acylthioacetals. Reaction of the mixed thioacetal with a nucleophile (such as NaOMe) liberates the thiolate anion which can be trapped with a variety of electrophiles to provide asymmetric dithioacetals in high yields. © 1988.

Duke Scholars

Published In

Tetrahedron Letters

DOI

ISSN

0040-4039

Publication Date

January 1, 1988

Volume

29

Issue

51

Start / End Page

6729 / 6732

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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Gauthier, J. Y., Henien, T., Lo, L., Thérien, M., & Young, R. N. (1988). A novel and efficient method for the preparation of asymmetric dithioacetals. Tetrahedron Letters, 29(51), 6729–6732. https://doi.org/10.1016/S0040-4039(00)82440-5
Gauthier, J. Y., T. Henien, L. Lo, M. Thérien, and R. N. Young. “A novel and efficient method for the preparation of asymmetric dithioacetals.” Tetrahedron Letters 29, no. 51 (January 1, 1988): 6729–32. https://doi.org/10.1016/S0040-4039(00)82440-5.
Gauthier JY, Henien T, Lo L, Thérien M, Young RN. A novel and efficient method for the preparation of asymmetric dithioacetals. Tetrahedron Letters. 1988 Jan 1;29(51):6729–32.
Gauthier, J. Y., et al. “A novel and efficient method for the preparation of asymmetric dithioacetals.” Tetrahedron Letters, vol. 29, no. 51, Jan. 1988, pp. 6729–32. Scopus, doi:10.1016/S0040-4039(00)82440-5.
Gauthier JY, Henien T, Lo L, Thérien M, Young RN. A novel and efficient method for the preparation of asymmetric dithioacetals. Tetrahedron Letters. 1988 Jan 1;29(51):6729–6732.
Journal cover image

Published In

Tetrahedron Letters

DOI

ISSN

0040-4039

Publication Date

January 1, 1988

Volume

29

Issue

51

Start / End Page

6729 / 6732

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