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Org Biomol Chem ; 15(14): 2953-2961, 2017 Apr 05.
Article in English | MEDLINE | ID: mdl-28291271

ABSTRACT

A homo-chiral synthesis of (7R,8aS)-octahydro-5,5-dimethylindolizin-7-amine 8 and (7S, 8aS)-octahydro-5,5-dimethylindolizin-7-ol 9, amine building blocks which have found applications within the pharmaceutical industry, is presented. The approach uses a Novozym 435-mediated kinetic resolution of racemic octahydroindolizine (indolizidine) alcohol 13 as a key step (up to 100 g scale).


Subject(s)
Alcohols/chemistry , Indolizidines/chemistry , Indolizidines/chemical synthesis , Lipase/metabolism , Biocatalysis , Chemistry Techniques, Synthetic , Enzymes, Immobilized , Fungal Proteins , Kinetics , Models, Molecular , Molecular Conformation , Stereoisomerism
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