Tetrahedron Asymmetry p. 541 - 546 (1990)
Update date:2022-09-26
Topics:
Berger, B.
Rabiller, C. G.
Koenigsberger, K.
Faber, K.
Griengl, H.
An efficient enzymatic resolution of 7,7-disubstituted 1,4,5,6-tetrachlorobicyclo<2.2.1>hept-5-en-2-ols was accomplished by means of lipase AY-30 from Candida cylindracea in toluene.When acid anhydrides were used as acyl donors, the enantioselectivity was found to depend strongly on the reaction conditions: Whereas low selectivity (E <20) was observed without precautions taken in order to remove the co-produced acid, a more than ten fold improvement was achieved with addition of a weak base (E >200).Alternatively, adsorption of the biocatalyst onto Celite was equally effective (E >300).Complete specificity was obtained when vinyl acetate was used as acyl donor (E ca.1000).
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