Enzymatic desymmetrization of meso-2,3-bis(acetoxymethyl) and bis(hydroxymethyl) substituted hexachloronorbornadiene derivatives


Tanyeli C. , KARADAĞ T., AKHMEDOV İ. M.

TETRAHEDRON-ASYMMETRY, cilt.15, sa.2, ss.307-310, 2004 (SCI İndekslerine Giren Dergi) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 15 Konu: 2
  • Basım Tarihi: 2004
  • Doi Numarası: 10.1016/j.tetasy.2003.11.023
  • Dergi Adı: TETRAHEDRON-ASYMMETRY
  • Sayfa Sayıları: ss.307-310

Özet

meso-Bis(acetoxymethyl)-1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hepta-2,5-diene and i)ieso-bis(hydroxymethyl)-1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hepta-2,5-diene were transformed into chiral monoesters with 65-92% ee via enzymatic desymmetrization using various lipases. The absolute configuration was determined by transforming 2-acetoxymethyl-3-hydroxymethyl-1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hepta-2,5-diene into the 2-acetoxymethyl-3-hydi-oxymethylbicyclo[2.2.1]hepta-2,5-diene of known absolute configuration. (C) 2003 Elsevier Ltd. All rights reserved.