Enzymatic resolution of (+/-)-2-endo-hydroxymethyl and acetoxymethyl substituted hexachloronorbornene derivatives

TÜRKMEN Y. E., Akhmedov I., Tanyeli C.

TETRAHEDRON-ASYMMETRY, vol.16, no.13, pp.2315-2318, 2005 (SCI-Expanded, Scopus) identifier identifier

  • Publication Type: Article / Article
  • Volume: 16 Issue: 13
  • Publication Date: 2005
  • Doi Number: 10.1016/j.tetasy.2005.06.014
  • Journal Name: TETRAHEDRON-ASYMMETRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.2315-2318
  • Middle East Technical University Affiliated: Yes

Abstract

(+/-)-2-endo-Hydroxymethyl-1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-ene and (+/-)-2-endo-acetoxymethyl-1,4,5,6,7,7hexachlorobicyclo[2.2.1]hept-5-ene were resolved by using various hydrolases to afford enantiomerically enriched products with ees of 94-98%. The absolute configuration was determined by transforming 2-endo-acetoxymethyl-1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-ene into 2-endo-hydroxymetliyl-bicyclo[2.2.1]hept-5-ene with known absolute configuration. (c) 2005 Elsevier Ltd. All rights reserved.