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Organocatalytic Enantioselective [3+2] Cycloaddition of Azomethine Ylides and Acrolein

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Ugarriza I., Uria U., Reyes E., Carrillo L., Vicario J. L.
Asymmetric Catalysis
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2015
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vol. 2
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issue 1
EN
The [3+2]-cycloaddition reaction between acrolein and in situ generated acyclic azomethine ylides promoted by a chiral secondary amine to generate C-3 unsubstituted pyrrolidines has been studied in detail. Optimum conditions involve the use of the cheap and readily available l-Proline as catalyst to afford the pyrrolidine cycloadduct with complete diastereomeric control and up to 80% enantiomeric control.
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