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Distinct conformational preferences of prolinol and prolinol ether enamines in solution revealed by NMR

Schmid, Markus Benedikt ; Zeitler, Kirsten ; Gschwind, Ruth Maria


Enamines, which are key intermediates in organocatalysis derived from aldehydes and prolinol or Jørgensen–Hayashi-type prolinol ether catalysts, were investigated conformationally in different solvents by means of NMR spectroscopy, in order to provide an experimental basis for a better understanding of the origin of stereoselection. For all of the enamines studied, surprisingly strong ...


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