Tetrahedron p. 7409 - 7416 (1991)
Update date:2022-09-26
Topics:
Janssen, A. J. M.
Klunder, A, J. H.
Zwanenburg, B.
The Porcine Pancreatic Lipase (PPL)-catalyzed transesterification of 1-phenyl-1,2-ethanediol 1, 2-phenyl-1,2-propanediol 2, 1,2-decanediol 3, 1,2-pentanediol 4, 1,2-butanediol 5, 1,2-propanediol 6 and 1,3-butanediol 7 in methyl propionate as solvent was evaluated.In all substrates, the primary hydroxy group is esterified exclusively.The enantioselectivity displayed in this PPL-catalyzed reaction is moderate.The enantiomeric excess of diol (-)-1 is enhanced by subjecting propionate (-)-8, with a moderate ee (obtained by a PPL-catalyzed esterification of racemic 1 in methyl propionate), to an enzyme-catalyzed hydrolyis (tandem principle).
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