Asymmetric Synthesis of All Four Isomers of an Unusual Heterocycle-Containing Amino Acid : 2-Amino-3-furan-2-yl-pentanoic Acid
All four isomers of a novel fl-branched unusual amino acid were designed and synthesized with high stereoselectivity (〉 90% de) and in 33%--44% overall yields by the use of 4(R/S)-5,5-dimethyl-4-phenyl-oxazolidin-2-one as the chiral auxiliary via asymmetric 1,4-Michael addition, direct or indirect a...
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Veröffentlicht in: | Chinese journal of chemistry 2012-02, Vol.30 (2), p.460-465 |
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Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | All four isomers of a novel fl-branched unusual amino acid were designed and synthesized with high stereoselectivity (〉 90% de) and in 33%--44% overall yields by the use of 4(R/S)-5,5-dimethyl-4-phenyl-oxazolidin-2-one as the chiral auxiliary via asymmetric 1,4-Michael addition, direct or indirect azidation, hydrolysis and hydrogenation reactions. |
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ISSN: | 1001-604X 1614-7065 |
DOI: | 10.1002/cjoc.201180489 |