Enzymatic resolution of (+/-)-5-acetoxy-4-aryl-(2E)-pentenoate derivatives.
Enzymatic resolution of six (+/-)-5-acetoxy-4-aryl-(2E)-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.
Tanikawa
Shin
S
School of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Chiba 274-8510, Japan.
Ono
Machiko
M
Akita
Hiroyuki
H
D000475:Alkenes / Q000032:analysis / Q000737:chemistry*; D008049:Lipase / Q000032:analysis / Q000737:chemistry*; D010422:Pentanones / Q000032:analysis / Q000737:chemistry*
D000475:Alkenes; D010422:Pentanones; D008049:Lipase