A biocatalytic route to P-chirogenic compounds by lipase-catalyzed desymmetrization of a prochiral phosphine-borane.
Artikel i vetenskaplig tidskrift, 2005
[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.
chemistry
Boranes
chemistry
Ligands
Phosphines
Molecular Structure
Lipase
Catalysis
Drug Design
chemistry
Stereoisomerism
Författare
Daniel Wiktelius
Göteborgs universitet
Magnus Johansson
Chalmers, Kemi- och bioteknik, Organisk och analytisk kemi
Kristina Luthman
Göteborgs universitet
Nina Kann
Chalmers, Kemi- och bioteknik, Organisk och analytisk kemi
Organic Letters
1523-7060 (ISSN) 1523-7052 (eISSN)
Vol. 7 22 4991-4994Ämneskategorier
Läkemedelskemi
Organisk kemi
DOI
10.1021/ol0519893
PubMed
16235940