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Fungi Mediated Enantioselective Biohydrogenation Of Benzils To Benzoins

Benzoin is an important a-hydroxy ketone which can be used as chiral intermediate
for the synthesis of several drugs. In this study, it was aimed to synthesize this
compound by high stereoslectivity and yield by the use of fungal bioconversions. For
this purpose, whole cells of four different Fusarium spp. (F. anguoides, F. roseum, F.
solanii, F.bulbigenum) were used for reduction of readily available achiral compound
benzil. The reaction conditions were optimized as glucose peptone broth consisting
of 30g/L glucose and 10 g/L peptone, inoculum size as 20 mg/L and substrate
concentration as 200 mg/L. A complete set of derivatives substituted with electron
donating and electron withdrawing groups of the benzils were also reduced to the
corresponding benzoin derivatives with the same optimized condition with up to 98%
ee.

Identiferoai:union.ndltd.org:METU/oai:etd.lib.metu.edu.tr:http://etd.lib.metu.edu.tr/upload/2/12609232/index.pdf
Date01 August 2008
CreatorsDemirtas, Umut
ContributorsDemir, Ayhan S.
PublisherMETU
Source SetsMiddle East Technical Univ.
LanguageEnglish
Detected LanguageEnglish
TypeM.S. Thesis
Formattext/pdf
RightsTo liberate the content for METU campus

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