Tetrahedron p. 8799 - 8808 (1995)
Update date:2022-08-17
Topics:
Nakamura, Kaoru
Kinoshita, Masamichi
Ohno, Atsuyoshi
Lipase-catalyzed transesterification of (rac)-6-methyl-5-hepten-2-ol (sulcatol) with vinyl acetate has been studied in various solvents and the effect of solvent on the enantioselectivity has been discussed from the viewpoint of molecular shape of the solvent.Alkanes and ethers are selected as solvents.Enantioselectivity of a reaction in a structurally linear solvent is higher than that in the corresponding branched chain solvent.Furthermore, the enantioselectivity decreases specifically with the increase in the ring size of solvent molecule.Thus, lipase recognizes not only the structure of substrate but also that of solvent.
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