H. Ikeda et al., SYNTHESES OF HIGHLY OXYGEN-FUNCTIONALIZED DERIVATIVES OF DIHYDRODIHYDROXYPHTHALIC ACID IN ENANTIOMERICALLY ENRICHED FORMS, Bioscience, biotechnology, and biochemistry, 62(2), 1998, pp. 396-400
Starting from dihydrodihydroxyphthalic acid (DDP), (1R, 2S, 5R, -8,8-d
imethyl-6,8-dioxabicyclo[4.3.0]non-3-en-2-yl chloroacetate (>95%e.e.),
a highly oxygen-functionalized derivative, was prepared by a combinat
ion of chemical and enzymatic reactions. The hey step for asymmetrizat
ion was hydrolysis of the corresponding meso bis-chloroacetate with pi
g pancreatic lipase.