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 4991-4994

Ämneskategorier

Läkemedelskemi

Organisk kemi

DOI

10.1021/ol0519893

PubMed

16235940