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Palladium‐Catalyzed Insertion of α‐Diazoesters into Vinyl Halides To Generate α,β‐Unsaturated γ‐Amino Esters
Authors:Romas Kudirka  Sean K. J. Devine  Christopher S. Adams  David L. Van Vranken Prof.
Affiliation:Department of Chemistry, University of California at Irvine, 1102 Natural Sciences 2, Irvine, CA 92697‐2025 (USA), Fax: (+1)?949‐824‐8571
Abstract:As easy as 1, 2, 3 : A palladium‐catalyzed three‐component coupling generates α,β‐unsaturated γ‐amino acids in a single step (see scheme). The reaction is believed to involve migration of a vinyl substituent to a highly electrophilic palladium carbene. Unlike previous synthetic approaches, this synthesis provides access to γ‐amino acids with non‐natural side chains.
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Keywords:amino acids  C?C coupling  diazo compounds  palladium  peptide mimics
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