A Traceless Solid-Phase Approach to Functionalized Tetramic Acids and 2-Amino-4-pyrrolinones

Abstract A novel traceless route for the synthesis of optically ­active functionalized tetramic acids and 2-amino-4-pyrrolinones on solid support is described. P-Nitrophenyl carbonate linker on Wang resin is used to anchor L-α-Amino acids by their N-terminus thus leaving the carboxylic function free...

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Veröffentlicht in:Synlett 2005-11, Vol.2005 (18), p.2763-2766
Hauptverfasser: Prousis, Kyriakos C., Detsi, Anastasia, Igglessi-Markopoulou, Olga
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Sprache:eng
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Zusammenfassung:Abstract A novel traceless route for the synthesis of optically ­active functionalized tetramic acids and 2-amino-4-pyrrolinones on solid support is described. P-Nitrophenyl carbonate linker on Wang resin is used to anchor L-α-Amino acids by their N-terminus thus leaving the carboxylic function free for further elaboration. High yields and ee, in combination with the versatility implied by the wide range of commercially available building blocks, are the major advantages of the proposed methodology.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2005-918941