New route to enantiomers of cyclic β-hydroxyethers. The crystal structure of (S)-(+)-tetrahydrofurfuryl-O,O'-diacetyl-(2R,3R)-hydrogentartrate

András Mravik, Zsolt Böcskei, S. Keszei, Ferenc Elekes, E. Fogassy

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Title compounds 1-2 were readily resolved into their enantiomers by crystallizing their half esters formed with O,O'-diacetyl-(2R,3R)-tartaric acid. An intermolecular H-bond between the free carboxyl group and the ring oxygen, determined by single crystal X-ray study of (S)-(+)-tetrahydrofurfuryl-O,O'-diacetyl-(2R,3R)-hydrogentartrate, enhances the selectivity and the crystallizing ability itself.

Original languageEnglish
Pages (from-to)1477-1484
Number of pages8
JournalTetrahedron Asymmetry
Volume7
Issue number5
DOIs
Publication statusPublished - May 1996

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Diacetyl
Enantiomers
enantiomers
carboxyl group
esters
Esters
Crystal structure
selectivity
routes
Single crystals
X rays
acids
crystal structure
Oxygen
Acids
rings
single crystals
oxygen
x rays
X-Rays

ASJC Scopus subject areas

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

Cite this

New route to enantiomers of cyclic β-hydroxyethers. The crystal structure of (S)-(+)-tetrahydrofurfuryl-O,O'-diacetyl-(2R,3R)-hydrogentartrate. / Mravik, András; Böcskei, Zsolt; Keszei, S.; Elekes, Ferenc; Fogassy, E.

In: Tetrahedron Asymmetry, Vol. 7, No. 5, 05.1996, p. 1477-1484.

Research output: Contribution to journalArticle

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