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  • Title: A biocatalytic route to P-chirogenic compounds by lipase-catalyzed desymmetrization of a prochiral phosphine-borane.
    Author: Wiktelius D, Johansson MJ, Luthman K, Kann N.
    Journal: Org Lett; 2005 Oct 27; 7(22):4991-4. PubMed ID: 16235940.
    Abstract:
    [reaction: see text] Available methods for synthesis of P-chirogenic compounds are limited. We set out to find biocatalytical means to introduce asymmetry in a phosphine-borane. After screening different lipases, Candida antarctica lipase B was found to give excellent results in the desymmetrization of prochiral phosphine-boranes. Both enantiomers can be obtained in up to >98% optical purity via acetylation or hydrolysis in processes that allow recycling of the substrates.
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