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Vinsamlegast notið þetta auðkenni þegar þið vitnið til verksins eða tengið í það: https://hdl.handle.net/1946/18768

Titill: 
  • Titill er á ensku Chemoenzymatic resolution of selected vicinal diols
Námsstig: 
  • Bakkalár
Leiðbeinandi: 
Útdráttur: 
  • Útdráttur er á ensku

    The use of chemoenzymatic resolutions for the separation of racemic mixtures is a common route that affords enantiomerically pure compounds. Finding novel and selective protecting group strategies to facilitate the resolution of 1,2-diol systems remains challenging. The use of tin(II) halide-catalyzed reactions with diazo[bis(4-methylphenyl)]methane with racemic vicinal 1,2-diols gives a mixture of the corresponding 1- and 2-benzhydryl ethers with a regiopreference for the primary hydroxyl group in good overall yield. Tin(II) chloride and Tin(II) bromide were evaluated as catalyst for the regioselective introduction of bis(4-methylphenyl)methane ethers from the corresponding diazocompound. Following partial protection, five commercially available lipases were evaluated for their ability to resolve 1-benzhydryl ethers of 1,2-diol systems. Subsequent kinetic resolution with immobilized lipase from Pseudomonas cepacia afforded the corresponding (2R) acetate and (2S) alcohol. De-acylation of the 2R diol affords the corresponding free alcohol.

Athugasemdir: 
  • Læst til 30.5.2015
Samþykkt: 
  • 16.6.2014
URI: 
  • http://hdl.handle.net/1946/18768


Skrár
Skráarnafn Stærð AðgangurLýsingSkráartegund 
SMS BSc Thesis Final83 Final2.pdf2.32 MBOpinnHeildartextiPDFSkoða/Opna

Athugsemd: en This represents the most current revision of the accepted manuscript.