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Synthesis of L-Erythro-α,β-Dihydroxy-GABA and γ-Hydroxy-L-Erythronine by Oxidative Degradation of Amino-4-Pentenediols
- Source :
- Bulletin des Sociétés Chimiques Belges. 103:425-432
- Publication Year :
- 2010
- Publisher :
- Wiley, 2010.
-
Abstract
- The regioisomeric epoxy-4-pentenols B and D, readily accessible from 1,4-pentadiene-3-ol A in high stereoisomer purity by Sharpless epoxidation, have been shown to produce various regio- and stereoisomers of amino-4-pentenediols in a controlled manner. The N-protected derivatives of 1- and 3-aminopentenediols 2 and 11, respectively, are suitable for oxidative degradation to amino acid derivatives. Subsequent hydrolysis provides the rare amino-dihydroxy-butyric acid hydrochlorides 9 and 15.
Details
- ISSN :
- 00379646
- Volume :
- 103
- Database :
- OpenAIRE
- Journal :
- Bulletin des Sociétés Chimiques Belges
- Accession number :
- edsair.doi...........6a830cb56dae93457304911b968da16c