The first enzymatic resolution of quaternary alpha '-acetoxy alpha,beta-unsaturated cyclohexenones and cyclopentenones

Tanyeli C., Ozdemirhan F., Iyigun C.

TETRAHEDRON-ASYMMETRY, vol.16, no.24, pp.4050-4055, 2005 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 16 Issue: 24
  • Publication Date: 2005
  • Doi Number: 10.1016/j.tetasy.2005.11.016
  • Journal Name: TETRAHEDRON-ASYMMETRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.4050-4055
  • Middle East Technical University Affiliated: Yes

Abstract

The enantio selective resolution of various quaternary alpha'-acetoxy alpha,beta-unsaturated cyclohexenones and cyclopentenones was performed with the commercially available enzyme CCL in pH = 8.0 phosphate buffer. Various parameters that would affect the enantioselectivities were tested and the best enzymatic resolution conditions were found to afford the enantiomerically enriched quaternary acetoxylated substrates with high ee varying between 36% and 99%. (c) 2005 Elsevier Ltd. All rights reserved.