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

2005-07-04
TÜRKMEN, YUNUS EMRE
Akhmedov, IM
Tanyeli, Cihangir
(+/-)-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.