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

✍ Scribed by Alberto Avenoza; Carlos Cativiela; Jesús M. Peregrina; María M. Zurbano

• Publisher: Elsevier Science
• Year: 1997
• Tongue: English
• Weight: 569 KB
• Volume: 8
• Category: Article
• ISSN: 0957-4166
• DOI: 10.1016/s0957-4166(97)00044-x

✦ Synopsis

In order to synthesize mesoand (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

ethenyl]-l,3-oxazolidine, under heterogeneous conditions, followed by oxidation and further hydrolysis. A model is proposed to explain the stereochemical outcome of the asymmetric hydrogenation. (~) 1997 Elsevier Science Ltd. All rights reserved.