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Lipase-mediated kinetic resolution of racemic and desymmetrization of prochiral organophosphorus P-boranes |
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| Authors: | Piotr Kie&#x;basi&#x;ski Ma&#x;gorzata Albrycht Remigiusz urawi&#x;ski Marian Miko&#x;ajczyk |
| Institution: | Center of Molecular and Macromolecular Studies, Polish Academy of Sciences, Department of Heteroorganic Chemistry, Sienkiewicza 112, 90-363 Łódź, Poland |
| Abstract: | Enantiomerically enriched alkoxy(hydroxymethyl)phenylphosphine boranes were obtained via a lipase-catalyzed acetylation performed under kinetic resolution conditions. The reaction was slow and proceeded with a rather low enantioselectivity. A lipase-catalyzed acetylation of prochiral bis(2-hydroxyethyl)phenylphosphine borane resulted in its desymmetrization and gave the enantiomerically enriched monoacetyl derivative with ee up to 90%. |
| Keywords: | Lipase Kinetic resolution Desymmetrization Phosphine P-boranes Chirality |
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