4.7 Article

Novel approach to 5-substituted proline derivatives using a silver-catalyzed cyclization as the key step

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 5, Pages 1791-1795

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo0484023

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[GRAPHICS] A novel synthetic approach to the synthesis of enantiomerically pure 2,5-disubstituted pyrrolines is described. The methodology involves a Ag-catalyzed 5-endo-dig cyclization of enantiopure aryl-substituted acetylene-containing amino acids. It has also been shown that the obtained pyrrolines can be efficiently transformed into the corresponding saturated 5-aryl-substituted proline derivatives.

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