Carbohydrates as chiral controllers: Synthesis of dihydrothieno[2,3-c]furanones

Martín Avalos, Reyes Babiano, Pedro Cintas, Fernando R. Clemente, Ruth Gordillo, Michael B. Hursthouse, José L. Jiménez, Mark E. Light, Juan C. Palacios

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Chiral dihydrothiophenes derived from carbohydrates can be transformed into a novel class of bicyclic and highly functionalized chirons by treatment with NaH. A mechanistic rationale is proposed which is consistent with experimental observations and demonstrates the stereodiscriminating properties exerted by carbohydrate chains with different configurations.

Original languageEnglish (US)
Pages (from-to)2261-2264
Number of pages4
JournalTetrahedron Asymmetry
Volume12
Issue number16
DOIs
StatePublished - Sep 13 2001

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carbohydrates
Carbohydrates
controllers
Chiron
Controllers
synthesis
configurations
chiron

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Drug Discovery

Cite this

Avalos, M., Babiano, R., Cintas, P., Clemente, F. R., Gordillo, R., Hursthouse, M. B., ... Palacios, J. C. (2001). Carbohydrates as chiral controllers: Synthesis of dihydrothieno[2,3-c]furanones. Tetrahedron Asymmetry, 12(16), 2261-2264. https://doi.org/10.1016/S0957-4166(01)00408-6

Carbohydrates as chiral controllers : Synthesis of dihydrothieno[2,3-c]furanones. / Avalos, Martín; Babiano, Reyes; Cintas, Pedro; Clemente, Fernando R.; Gordillo, Ruth; Hursthouse, Michael B.; Jiménez, José L.; Light, Mark E.; Palacios, Juan C.

In: Tetrahedron Asymmetry, Vol. 12, No. 16, 13.09.2001, p. 2261-2264.

Research output: Contribution to journalArticle

Avalos, M, Babiano, R, Cintas, P, Clemente, FR, Gordillo, R, Hursthouse, MB, Jiménez, JL, Light, ME & Palacios, JC 2001, 'Carbohydrates as chiral controllers: Synthesis of dihydrothieno[2,3-c]furanones', Tetrahedron Asymmetry, vol. 12, no. 16, pp. 2261-2264. https://doi.org/10.1016/S0957-4166(01)00408-6
Avalos, Martín ; Babiano, Reyes ; Cintas, Pedro ; Clemente, Fernando R. ; Gordillo, Ruth ; Hursthouse, Michael B. ; Jiménez, José L. ; Light, Mark E. ; Palacios, Juan C. / Carbohydrates as chiral controllers : Synthesis of dihydrothieno[2,3-c]furanones. In: Tetrahedron Asymmetry. 2001 ; Vol. 12, No. 16. pp. 2261-2264.
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