An unexpectedly facile cyclization of polyhydric alcohols

Christopher Pavlik, Amber Onorato, Steve Castro, Martha Morton, Mark Peczuh, Michael B. Smith

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

Image Presented Contrary to previous reports in the literature, the reaction of polyhydric alcohols such as sorbitol or mannitol gives good yields of the tetrahydroxyoxepane derivative in the presence of an acid catalyst, in refluxing toluene, with complete retention of stereochemistry.

Original languageEnglish (US)
Pages (from-to)3722-3725
Number of pages4
JournalOrganic Letters
Volume11
Issue number16
DOIs
StatePublished - Aug 20 2009

Fingerprint

mannitol
Stereochemistry
Sorbitol
Cyclization
stereochemistry
Toluene
Mannitol
toluene
alcohols
Alcohols
Derivatives
catalysts
acids
Catalysts
Acids

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Pavlik, C., Onorato, A., Castro, S., Morton, M., Peczuh, M., & Smith, M. B. (2009). An unexpectedly facile cyclization of polyhydric alcohols. Organic Letters, 11(16), 3722-3725. https://doi.org/10.1021/ol9013427

An unexpectedly facile cyclization of polyhydric alcohols. / Pavlik, Christopher; Onorato, Amber; Castro, Steve; Morton, Martha; Peczuh, Mark; Smith, Michael B.

In: Organic Letters, Vol. 11, No. 16, 20.08.2009, p. 3722-3725.

Research output: Contribution to journalArticle

Pavlik, C, Onorato, A, Castro, S, Morton, M, Peczuh, M & Smith, MB 2009, 'An unexpectedly facile cyclization of polyhydric alcohols', Organic Letters, vol. 11, no. 16, pp. 3722-3725. https://doi.org/10.1021/ol9013427
Pavlik C, Onorato A, Castro S, Morton M, Peczuh M, Smith MB. An unexpectedly facile cyclization of polyhydric alcohols. Organic Letters. 2009 Aug 20;11(16):3722-3725. https://doi.org/10.1021/ol9013427
Pavlik, Christopher ; Onorato, Amber ; Castro, Steve ; Morton, Martha ; Peczuh, Mark ; Smith, Michael B. / An unexpectedly facile cyclization of polyhydric alcohols. In: Organic Letters. 2009 ; Vol. 11, No. 16. pp. 3722-3725.
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