Asymmetric Grignard Synthesis of Tertiary Alcohols through Rational Ligand Design |
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Authors: | Dr Bartosz Bieszczad Prof Dr Declan G Gilheany |
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Institution: | Centre for Synthesis and Chemical Biology, School of Chemistry, University College Dublin, Belfield, Dublin, 4 Ireland |
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Abstract: | A simple, general and practical method is reported for highly enantioselective construction of tertiary alcohols through the direct addition of organomagnesium reagents to ketones. Discovered by rational ligand design based on a mechanistic hypothesis, it has an unprecedented broad scope. It utilizes a new type of chiral tridentate diamine/phenol ligand that is easily removed from the reaction mixture. It is exemplified by application to a formal asymmetric synthesis (>95:5 d.r.) of vitamin E. |
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Keywords: | Asymmetrische Synthese Dreizä hnige Liganden Grignard-Synthesen Tertiä re Alkohole Vitamin E |
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