Publication | Open Access
Kinetic Resolution of Oxazinones: An Organocatalytic Approach to Enantiomerically Pure β‐Amino Acids
91
Citations
38
References
2005
Year
Novel OrganocatalystsBioorganic ChemistryCatalytic Ring-opening ReactionBiochemistryOrganocatalytic Resolution ConvertsKinetic ResolutionNatural SciencesDiversity-oriented SynthesisEngineeringOrganocatalytic ApproachProfitable SplitOrganic ChemistryStereoselective SynthesisNatural Product SynthesisAsymmetric CatalysisEnantioselective SynthesisBiomolecular Engineering
A profitable split: An organocatalytic resolution converts readily available racemic oxazinones 1 into valuable enantiomerically pure β-amino acid derivatives 2 (>99 % ee of the remaining 1 at 53 % conversion; 88 % ee of the ester 2). This catalytic ring-opening reaction requires as little as 1 mol % of the modular and readily accessible thiourea organocatalyst 3. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2005/z502003_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
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