ArticleAsymmetric synthesis of meso- and (2R,4R)-2,4-diaminoglutaric acids

Add time:08/18/2019    Source:sciencedirect.com

In order to synthesize meso- and (2R,4R)-2,4-diaminoglutaric acids, a synthetic route has been developed starting from Garner's aldehyde and where the key steps are the asymmetric hydrogenations of (E)- and (Z)-(R)-3-tert-butoxycarbonyl-2,2-dimethyl-4-[2′-(benzamido)-2′-(methoxycarbonyl)ethenyl]-1,3-oxazolidine, under heterogeneous conditions, followed by oxidation and further hydrolysis. A model is proposed to explain the stereochemical outcome of the asymmetric hydrogenation.

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