Simple circular dichroic method for the determination of absolute configuration of 5-substituted 2(5H)-furanones Gawronski, J.K.; van Oeveren, A.; van der Deen, H.; Leung, C.W; Feringa, B.L.

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A chemoenzymatic method is described for the asymmetric synthesis of benzylbutyrolactones. (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 an effective multistep reduction to produce enantiomerically pure benzylbutyrolactones.