| 16235940 |
Wiktelius D, Johansson MJ, Luthman K, Kann N: A biocatalytic route to P-chirogenic compounds by lipase-catalyzed desymmetrization of a prochiral phosphine-borane. Org Lett. 2005 Oct 27;7(22):4991-4.
[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. |
87(1,1,2,2) |