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Concise syntheses of enantiomerically pure protected 4-hydroxypyroglutamic acid and 4-hydroxyproline from a nitroso-cyclopentadiene cycloadduct
O-TBS-protected methyl trans-4-hydroxypyroglutamate and methyl trans-4-hydroxyproline ester were synthesized from nitroso-cyclopentadiene Diels-Alder cycloadducts. Enzymatic resolution of the key intermediate, 4-amino-cyclopent-2-enol, provides access to both L- and D- amino acids.
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| Main Authors: | , |
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| Format: | Artigo |
| Language: | Inglês |
| Published: |
2008
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| Subjects: | |
| Online Access: | https://ncbi.nlm.nih.gov/pmc/articles/PMC2662620/ https://ncbi.nlm.nih.gov/pubmed/20011098 https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1016/j.tetasy.2008.12.013 |
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