Enantioselective synthesis of benzylbutyrolactones from 5-hydroxyfuran-2(5H)-one. New chiral synthons for dibenzylbutyrolactone lignans by a chemoenzymatic route
J. Brinksma et al., Enantioselective synthesis of benzylbutyrolactones from 5-hydroxyfuran-2(5H)-one. New chiral synthons for dibenzylbutyrolactone lignans by a chemoenzymatic route, J CHEM S P1, (24), 1998, pp. 4159-4163
A chemoenzymatic method is described for the asymmetric synthesis of benzyl
butyrolactones. (R)-5-Acetoxyfuran-2(5H)-one (12) was obtained with ee >99%
in a multigram scale catalytic esterification using immobilized lipase PS.
The addition of lithiated dithianes to chiral synthon 12 was followed by a
n effective multistep reduction to produce enantiomerically pure benzylbuty
rolactones.