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Fuchs, M; Schober, M; Pfeffer, J; Kroutil, W; Birner-Gruenberger, R; Faber, K.
Homoallylic Alcohols via a Chemo-Enzymatic One-Pot Oxidation-Allylation Cascade
ADV SYNTH CATAL. 2011; 353(13): 2354-2358.
Doi: 10.1002/adsc.201100380
Web of Science
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- Co-Autor*innen der Med Uni Graz
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Birner-Grünberger Ruth
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- Abstract:
- A chemo-enzymatic one-pot, two-step transformation of (hetero)-benzylic and cinnamic alcohols to yield the elongated homoallylic sec-alcohols in water in up to 96% isolated yield has been developed. The sequence comprised an enzymatic alcohol oxidation using galactose oxidase from Fusarium sp. NRRL 2903 to furnish the corresponding aldehydes, which were subjected directly to allylation via indium(0)-mediated Barbier-type coupling with allyl bromide or by addition of allylboronic acid pinacol ester.
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Barbier-type coupling
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biocatalysis
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boronic acids
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cascade reaction
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galactose oxidase
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indium