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Formation and Stability of Prolinol and Prolinol Ether Enamines by NMR: Delicate Selectivity and Reactivity Balances and Parasitic Equilibria

Schmid, M. B. and Zeitler, K. and Gschwind, Ruth M. (2011) Formation and Stability of Prolinol and Prolinol Ether Enamines by NMR: Delicate Selectivity and Reactivity Balances and Parasitic Equilibria. Journal of the American Chemical Society 133 (18), pp. 7065-7074.

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Abstract

Enamine key intermediates in organocatalysis, derived from aldehydes and prolinol or Jørgensen-Hayashitype prolinol ether catalysts, were generated in different solvents and investigated by NMR spectroscopy. Depending on the catalyst structure, trends for their formation and amounts are elucidated. For prolinol catalysts, the first enamine detection in situ is presented and the rapid cyclization ...

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Item Type:Article
Date:2011
Institutions:Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Dr. Kirsten Zeitler
Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Prof. Dr. Ruth Gschwind
Identification Number:
ValueType
10.1021/ja111544bDOI
Subjects:500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Yes
Owner: Nikola Kastner-Pustet
Deposited On:05 Jul 2011 12:26
Last Modified:18 Apr 2012 12:19
Item ID:21407
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