A New Versatile Synthesis of Ring‐Substituted 2‐Cyclopropylglycines and Related Amino Acids
Alkyl 2‐chloro‐2‐cyclopropylideneacetates 2 serve as universal starting materials for a new general synthesis of cyclopro‐pylglycines by a simple three‐ to four‐step methodology. 1,4‐Addition of nucleophiles, substitution with azide ion, and mild catalytic deprotection lead to a variety of salt‐free...
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Veröffentlicht in: | Chemische Berichte 1992-04, Vol.125 (4), p.867-882 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | Alkyl 2‐chloro‐2‐cyclopropylideneacetates 2 serve as universal starting materials for a new general synthesis of cyclopro‐pylglycines by a simple three‐ to four‐step methodology. 1,4‐Addition of nucleophiles, substitution with azide ion, and mild catalytic deprotection lead to a variety of salt‐free cyclopropyl‐substituted amino acids in good yields, including the natural products 2‐(1‐methylcyclopropyl)glycine (4) and cleonin (5). |
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ISSN: | 0009-2940 1099-0682 |
DOI: | 10.1002/cber.19921250418 |