Journal of the American Chemical Society p. 1461 - 1467 (1984)
Update date:2022-08-05
Topics:
Bridges
Raman
Ng
Jones
Preparative-scale horse liver alcohol dehydrogenase catalyzed oxidations of meso-1,3-bis(hydroxymethyl)cyclopentyl and -cyclohexyl substrates proceed stereospecifically to give 42-81% yields of the corresponding chiral bridged-bicyclic gamma -lactones of 100% ee. For each diol, oxidation of the hydroxymethyl group attached to the S center occurs exclusively. The stereospecificities observed are as predicted by the active-site model of the enzyme.
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Doi:10.1002/jhet.5570200535
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(2005)
