Enzymatic resolution of six (±)-5-acetoxy-4-aryl-(2
E)-pentenoate derivatives, compounds 9, 11, 13, 15, 17, and 19 bearing a different aromatic substitution pattern, using lipase OF-360 from
Candida rugosa was carried out. The absolute configurations of all hydrolyzed products and all unchanged acetates were found to be
S and
R, respectively. Moreover, the enantiomeric excess of the enzymatic resolution products from 9, 11, and 13 with the
ortho-methoxyl group in the aromatic ring was higher than that of the substrates with no methoxyl group at the
ortho-position in the aromatic ring.
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